# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_Fe(L1-H)2Cl
_database_code_depnum_ccdc_archive 'CCDC 1821306'

_audit_update_record             
;
2018-04-19 deposited with the CCDC.
2018-05-08 downloaded from the CCDC.
;
# publcif _publ_body_element loop end
_audit_creation_date             2018-04-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H28 Cl Fe N6 O2, H2 O'
_chemical_formula_sum            'C38 H30 Cl Fe N6 O3'
_chemical_formula_weight         709.98
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.917(9)
_cell_length_b                   12.08(3)
_cell_length_c                   13.350(12)
_cell_angle_alpha                90.83(14)
_cell_angle_beta                 115.38(9)
_cell_angle_gamma                92.78(15)
_cell_volume                     1733(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    128
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.5470
_cell_measurement_theta_min      6.3860
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.558
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95501
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             734
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1228
_diffrn_reflns_av_unetI/netI     0.0669
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            66525
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.689
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0296
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  99.00   1.00    7.50    --   24.65  57.00  60.00  109
  2  ω    -24.00 104.00   1.00    7.50    --   24.65  38.00  60.00  128
  3  ω    -10.00  99.00   1.00    7.50    --   24.65  57.00 -90.00  109
  4  ω    -68.00  53.00   1.00    7.50    --  -27.22  77.00 150.00  121
  5  ω    -20.00  26.00   1.00    7.50    --  -27.22 -99.00-120.00   46
  6  ω    -20.00  26.00   1.00    7.50    --  -27.22 -99.00  30.00   46
  7  ω   -101.00   7.00   1.00    7.50    --  -27.22 -57.00 120.00  108
  8  ω    -49.00  59.00   1.00    7.50    --   24.65 -57.00 120.00  108
  9  ω     35.00 115.00   1.00    7.50    --   24.65 178.00 -30.00   80
 10  ω    -55.00  73.00   1.00    7.50    --   24.65 -38.00  30.00  128
 11  ω    -49.00  59.00   1.00    7.50    --   24.65 -57.00   0.00  108
 12  ω    -20.00  26.00   1.00    7.50    --  -27.22 -99.00 150.00   46
 13  ω   -101.00   7.00   1.00    7.50    --  -27.22 -57.00  90.00  108
 14  ω   -118.00 -35.00   1.00    7.50    --  -27.22-178.00-150.00   83
 15  ω    -56.00  65.00   1.00    7.50    --   24.65 -77.00  30.00  121
 16  ω     34.00 116.00   1.00    7.50    --   24.65-178.00-150.00   82
 17  ω    -63.00 112.00   1.00    7.50    --   24.65   0.00-180.00  175
 18  ω    -63.00 112.00   1.00    7.50    --   24.65   0.00-150.00  175
 19  ω    -63.00 112.00   1.00    7.50    --   24.65   0.00-120.00  175
 20  ω    -63.00 112.00   1.00    7.50    --   24.65   0.00 -90.00  175
 21  ω     45.00 109.00   1.00    7.50    --   24.65 166.00  28.00   64
 22  ω    -63.00 112.00   1.00    7.50    --   24.65   0.00 -30.00  175
 23  ω    -63.00 112.00   1.00    7.50    --   24.65   0.00   0.00  175
 24  ω    -63.00  93.00   1.00    7.50    --   24.65   0.00  30.00  156
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0281273000
_diffrn_orient_matrix_UB_12      -0.0182292000
_diffrn_orient_matrix_UB_13      0.0551052000
_diffrn_orient_matrix_UB_21      0.0314428000
_diffrn_orient_matrix_UB_22      0.0529662000
_diffrn_orient_matrix_UB_23      0.0184482000
_diffrn_orient_matrix_UB_31      -0.0508308000
_diffrn_orient_matrix_UB_32      0.0179886000
_diffrn_orient_matrix_UB_33      0.0091691000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3963
_reflns_number_total             6103
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_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         1.223
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         6103
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1115
_refine_ls_R_factor_gt           0.0667
_refine_ls_restrained_S_all      1.053
_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)+(0.1077P)²+1.0387P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1809
_refine_ls_wR_factor_ref         0.2049
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All O(H,H) groups
2. Others
 Sof(O2B)=Sof(H2BA)=Sof(H2BB)=Sof(O2C)=Sof(H2CA)=Sof(H2CB)=0.5*(1-FVAR(2))
 Sof(O2A)=Sof(H2AA)=Sof(H2AB)=FVAR(1)
3.a Riding coordinates:
 O2A(H2AA,H2AB), O2B(H2BA,H2BB), O2C(H2CA,H2CB)
3.b Aromatic/amide H refined with riding coordinates:
 C7'(H7'), C9(H9), C10(H10), C12(H12), C2(H2), C13(H13), C7(H7), C13'(H13'),
 C5'(H5'), C9'(H9'), C12'(H12'), C2'(H2'), C10'(H10'), C3(H3), C5(H5), C4'(H4'),
  C15'(H15'), C19'(H19'), C15(H15), C18'(H18'), C4(H4), C3'(H3'), C19(H19),
 C17'(H17'), C16'(H16'), C16(H16), C18(H18), C17(H17)
;
_atom_sites_solution_hydrogens   mixed
_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
Fe1 Fe 0.27756(6) 0.51014(6) 0.11750(5) 0.0420(3) Uani 1 1 d . . . . .
Cl1 Cl 0.45430(12) 0.61589(12) 0.15935(11) 0.0579(4) Uani 1 1 d . . . . .
O1 O 0.1435(3) 0.5081(3) -0.0213(3) 0.0514(9) Uani 1 1 d . . . . .
O1' O 0.2755(3) 0.4271(3) 0.2326(3) 0.0509(9) Uani 1 1 d . . . . .
N1' N 0.1967(4) 0.6390(3) 0.1712(3) 0.0409(9) Uani 1 1 d . . . . .
N1 N 0.3454(3) 0.3797(3) 0.0509(3) 0.0408(9) Uani 1 1 d . . . . .
N2 N 0.7676(4) 0.1904(4) 0.3684(3) 0.0519(11) Uani 1 1 d . . . . .
N3 N 0.8700(4) 0.2142(4) 0.3666(4) 0.0573(12) Uani 1 1 d . . . . .
N2' N -0.1030(5) 0.9219(4) -0.1547(4) 0.0606(13) Uani 1 1 d . . . . .
N3' N -0.1969(5) 0.9528(4) -0.1482(4) 0.0591(12) Uani 1 1 d . . . . .
C1' C 0.2991(4) 0.4626(4) 0.3351(4) 0.0429(12) Uani 1 1 d . . . . .
C8 C 0.4527(4) 0.3257(4) 0.1244(4) 0.0414(12) Uani 1 1 d . . . . .
C1 C 0.1326(4) 0.4854(4) -0.1229(4) 0.0429(12) Uani 1 1 d . . . . .
C8' C 0.1237(5) 0.7188(4) 0.0963(4) 0.0437(12) Uani 1 1 d . . . . .
C6' C 0.2737(4) 0.5692(4) 0.3585(4) 0.0409(11) Uani 1 1 d . . . . .
C7' C 0.2161(4) 0.6480(4) 0.2745(4) 0.0418(11) Uani 1 1 d . . . . .
H7' H 0.190122 0.711579 0.296247 0.050 Uiso 1 1 calc R . . . .
C9 C 0.4418(5) 0.2534(4) 0.1998(4) 0.0474(13) Uani 1 1 d . . . . .
H9 H 0.364557 0.236143 0.199056 0.057 Uiso 1 1 calc R . . . .
C6 C 0.2141(4) 0.4160(4) -0.1421(4) 0.0424(12) Uani 1 1 d . . . . .
C10 C 0.5476(5) 0.2071(4) 0.2766(4) 0.0484(13) Uani 1 1 d . . . . .
H10 H 0.540737 0.157510 0.326655 0.058 Uiso 1 1 calc R . . . .
C11 C 0.6641(4) 0.2342(4) 0.2793(4) 0.0443(12) Uani 1 1 d . . . . .
C12 C 0.6736(5) 0.3070(4) 0.2022(4) 0.0472(12) Uani 1 1 d . . . . .
H12 H 0.750576 0.325228 0.202765 0.057 Uiso 1 1 calc R . . . .
C14' C -0.2729(5) 1.0137(4) -0.2426(4) 0.0511(13) Uani 1 1 d . . . . .
C2 C 0.0365(5) 0.5312(5) -0.2135(4) 0.0510(13) Uani 1 1 d . . . . .
H2 H -0.017868 0.576982 -0.202135 0.061 Uiso 1 1 calc R . . . .
C13 C 0.5680(5) 0.3513(4) 0.1256(4) 0.0478(13) Uani 1 1 d . . . . .
H13 H 0.574051 0.399066 0.073917 0.057 Uiso 1 1 calc R . . . .
C7 C 0.3130(4) 0.3654(4) -0.0542(4) 0.0426(12) Uani 1 1 d . . . . .
H7 H 0.358606 0.317160 -0.074769 0.051 Uiso 1 1 calc R . . . .
C13' C 0.0169(5) 0.7557(4) 0.1011(4) 0.0507(13) Uani 1 1 d . . . . .
H13' H -0.003523 0.734416 0.158155 0.061 Uiso 1 1 calc R . . . .
C5' C 0.2977(5) 0.6000(5) 0.4685(4) 0.0513(13) Uani 1 1 d . . . . .
H5' H 0.280645 0.670666 0.484468 0.062 Uiso 1 1 calc R . . . .
C14 C 0.9750(5) 0.1772(4) 0.4592(5) 0.0535(14) Uani 1 1 d . . . . .
C9' C 0.1550(5) 0.7541(5) 0.0124(4) 0.0545(14) Uani 1 1 d . . . . .
H9' H 0.227422 0.731536 0.010022 0.065 Uiso 1 1 calc R . . . .
C12' C -0.0587(5) 0.8242(4) 0.0204(5) 0.0562(14) Uani 1 1 d . . . . .
H12' H -0.129925 0.848968 0.023287 0.067 Uiso 1 1 calc R . . . .
C2' C 0.3450(5) 0.3894(5) 0.4215(4) 0.0537(14) Uani 1 1 d . . . . .
H2' H 0.358666 0.317175 0.406624 0.064 Uiso 1 1 calc R . . . .
C10' C 0.0797(6) 0.8219(5) -0.0669(5) 0.0607(15) Uani 1 1 d . . . . .
H10' H 0.101334 0.845375 -0.122714 0.073 Uiso 1 1 calc R . . . .
C3 C 0.0235(5) 0.5078(5) -0.3189(4) 0.0620(16) Uani 1 1 d . . . . .
H3 H -0.040271 0.538481 -0.378478 0.074 Uiso 1 1 calc R . . . .
C11' C -0.0279(5) 0.8555(4) -0.0642(4) 0.0533(14) Uani 1 1 d . . . . .
C5 C 0.1956(5) 0.3952(5) -0.2518(4) 0.0573(14) Uani 1 1 d . . . . .
H5 H 0.248428 0.349480 -0.265579 0.069 Uiso 1 1 calc R . . . .
C4' C 0.3461(5) 0.5269(5) 0.5525(4) 0.0601(15) Uani 1 1 d . . . . .
H4' H 0.362221 0.548024 0.624918 0.072 Uiso 1 1 calc R . . . .
C15' C -0.2619(5) 1.0188(5) -0.3414(5) 0.0645(16) Uani 1 1 d . . . . .
H15' H -0.199334 0.982248 -0.349794 0.077 Uiso 1 1 calc R . . . .
C19' C -0.3644(6) 1.0691(5) -0.2293(5) 0.0688(17) Uani 1 1 d . . . . .
H19' H -0.372503 1.065886 -0.163148 0.083 Uiso 1 1 calc R . . . .
C15 C 0.9708(6) 0.1348(5) 0.5523(5) 0.0679(17) Uani 1 1 d . . . . .
H15 H 0.895509 0.128392 0.557790 0.081 Uiso 1 1 calc R . . . .
C18' C -0.4453(6) 1.1306(5) -0.3168(6) 0.0750(19) Uani 1 1 d . . . . .
H18' H -0.506830 1.169298 -0.309036 0.090 Uiso 1 1 calc R . . . .
C4 C 0.1015(6) 0.4406(6) -0.3394(4) 0.0683(17) Uani 1 1 d . . . . .
H4 H 0.090696 0.426126 -0.411690 0.082 Uiso 1 1 calc R . . . .
C3' C 0.3702(5) 0.4226(5) 0.5283(4) 0.0613(16) Uani 1 1 d . . . . .
H3' H 0.404173 0.373490 0.585112 0.074 Uiso 1 1 calc R . . . .
C19 C 1.0864(5) 0.1876(5) 0.4521(5) 0.0687(17) Uani 1 1 d . . . . .
H19 H 1.089673 0.217674 0.389569 0.082 Uiso 1 1 calc R . . . .
C17' C -0.4320(6) 1.1325(5) -0.4144(5) 0.0697(18) Uani 1 1 d . . . . .
H17' H -0.485542 1.172537 -0.472962 0.084 Uiso 1 1 calc R . . . .
C16' C -0.3420(6) 1.0770(5) -0.4265(5) 0.0706(18) Uani 1 1 d . . . . .
H16' H -0.334928 1.078617 -0.493183 0.085 Uiso 1 1 calc R . . . .
C16 C 1.0774(7) 0.1017(6) 0.6379(6) 0.084(2) Uani 1 1 d . . . . .
H16 H 1.075374 0.074135 0.701827 0.101 Uiso 1 1 calc R . . . .
C18 C 1.1928(6) 0.1543(6) 0.5362(6) 0.0749(19) Uani 1 1 d . . . . .
H18 H 1.267936 0.161939 0.530662 0.090 Uiso 1 1 calc R . . . .
C17 C 1.1889(6) 0.1104(6) 0.6266(6) 0.084(2) Uani 1 1 d . . . . .
H17 H 1.261026 0.085617 0.682264 0.101 Uiso 1 1 calc R . . . .
O2A O -0.353(2) 0.9634(16) 0.0648(12) 0.043(8) Uiso 0.25(4) 1 d . . P A 1
H2AA H -0.423974 0.933999 0.020415 0.052 Uiso 0.25(4) 1 d R . P A 1
H2AB H -0.291844 0.955889 0.049995 0.052 Uiso 0.25(4) 1 d R . P A 1
O2B O -0.377(2) 0.9998(18) 0.0730(12) 0.084(5) Uiso 0.373(18) 1 d . . P A 2
H2BA H -0.390435 0.938194 0.036161 0.100 Uiso 0.373(18) 1 d R . P A 2
H2BB H -0.431325 1.048913 0.040621 0.100 Uiso 0.373(18) 1 d R . P A 2
O2C O -0.4143(17) 0.9383(13) 0.0710(10) 0.076(5) Uiso 0.373(18) 1 d . . P A 3
H2CA H -0.484272 0.907063 0.028832 0.092 Uiso 0.373(18) 1 d R . P A 3
H2CB H -0.361262 0.951503 0.044892 0.092 Uiso 0.373(18) 1 d R . P A 3


_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
Fe1 Cl1 2.256(4) . ?
Fe1 O1 1.856(4) . ?
Fe1 O1' 1.856(4) . ?
Fe1 N1' 2.138(5) . ?
Fe1 N1 2.151(5) . ?
O1 C1 1.330(6) . ?
O1' C1' 1.334(6) . ?
N1' C8' 1.431(6) . ?
N1' C7' 1.299(6) . ?
N1 C8 1.431(6) . ?
N1 C7 1.292(6) . ?
N2 N3 1.250(6) . ?
N2 C11 1.428(6) . ?
N3 C14 1.428(7) . ?
N2' N3' 1.234(6) . ?
N2' C11' 1.440(7) . ?
N3' C14' 1.436(7) . ?
C1' C6' 1.398(7) . ?
C1' C2' 1.396(7) . ?
C8 C9 1.385(7) . ?
C8 C13 1.387(7) . ?
C1 C6 1.414(7) . ?
C1 C2 1.405(7) . ?
C8' C13' 1.395(7) . ?
C8' C9' 1.390(7) . ?
C6' C7' 1.438(7) . ?
C6' C5' 1.411(7) . ?
C7' H7' 0.9300 . ?
C9 H9 0.9300 . ?
C9 C10 1.390(7) . ?
C6 C7 1.430(7) . ?
C6 C5 1.401(7) . ?
C10 H10 0.9300 . ?
C10 C11 1.396(7) . ?
C11 C12 1.401(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.376(7) . ?
C14' C15' 1.382(8) . ?
C14' C19' 1.380(8) . ?
C2 H2 0.9300 . ?
C2 C3 1.372(7) . ?
C13 H13 0.9300 . ?
C7 H7 0.9300 . ?
C13' H13' 0.9300 . ?
C13' C12' 1.386(7) . ?
C5' H5' 0.9300 . ?
C5' C4' 1.377(8) . ?
C14 C15 1.371(8) . ?
C14 C19 1.371(8) . ?
C9' H9' 0.9300 . ?
C9' C10' 1.372(7) . ?
C12' H12' 0.9300 . ?
C12' C11' 1.381(8) . ?
C2' H2' 0.9300 . ?
C2' C3' 1.374(7) . ?
C10' H10' 0.9300 . ?
C10' C11' 1.379(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(8) . ?
C5 H5 0.9300 . ?
C5 C4 1.371(8) . ?
C4' H4' 0.9300 . ?
C4' C3' 1.370(8) . ?
C15' H15' 0.9300 . ?
C15' C16' 1.362(8) . ?
C19' H19' 0.9300 . ?
C19' C18' 1.405(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.378(8) . ?
C18' H18' 0.9300 . ?
C18' C17' 1.379(9) . ?
C4 H4 0.9300 . ?
C3' H3' 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.368(8) . ?
C17' H17' 0.9300 . ?
C17' C16' 1.357(8) . ?
C16' H16' 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.399(10) . ?
C18 H18 0.9300 . ?
C18 C17 1.343(10) . ?
C17 H17 0.9300 . ?
O2A H2AA 0.8549 . ?
O2A H2AB 0.8394 . ?
O2B H2BA 0.8548 . ?
O2B H2BB 0.8749 . ?
O2C H2CA 0.8456 . ?
O2C H2CB 0.8528 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 Cl1 122.35(17) . . ?
O1 Fe1 O1' 122.6(2) . . ?
O1 Fe1 N1' 89.1(2) . . ?
O1 Fe1 N1 86.2(2) . . ?
O1' Fe1 Cl1 115.05(16) . . ?
O1' Fe1 N1' 88.08(19) . . ?
O1' Fe1 N1 94.11(19) . . ?
N1' Fe1 Cl1 92.14(18) . . ?
N1' Fe1 N1 175.31(14) . . ?
N1 Fe1 Cl1 90.69(18) . . ?
C1 O1 Fe1 132.5(3) . . ?
C1' O1' Fe1 127.8(3) . . ?
C8' N1' Fe1 121.5(3) . . ?
C7' N1' Fe1 120.0(3) . . ?
C7' N1' C8' 118.5(4) . . ?
C8 N1 Fe1 118.6(3) . . ?
C7 N1 Fe1 122.4(3) . . ?
C7 N1 C8 117.0(4) . . ?
N3 N2 C11 114.0(4) . . ?
N2 N3 C14 114.5(5) . . ?
N3' N2' C11' 113.7(5) . . ?
N2' N3' C14' 112.3(5) . . ?
O1' C1' C6' 122.3(4) . . ?
O1' C1' C2' 119.0(5) . . ?
C2' C1' C6' 118.6(5) . . ?
C9 C8 N1 119.2(4) . . ?
C9 C8 C13 120.2(4) . . ?
C13 C8 N1 120.4(4) . . ?
O1 C1 C6 121.8(4) . . ?
O1 C1 C2 118.8(5) . . ?
C2 C1 C6 119.4(5) . . ?
C13' C8' N1' 121.3(4) . . ?
C9' C8' N1' 119.2(4) . . ?
C9' C8' C13' 119.4(5) . . ?
C1' C6' C7' 123.3(4) . . ?
C1' C6' C5' 119.1(5) . . ?
C5' C6' C7' 117.5(5) . . ?
N1' C7' C6' 126.5(5) . . ?
N1' C7' H7' 116.8 . . ?
C6' C7' H7' 116.8 . . ?
C8 C9 H9 120.3 . . ?
C8 C9 C10 119.3(5) . . ?
C10 C9 H9 120.3 . . ?
C1 C6 C7 122.5(4) . . ?
C5 C6 C1 118.3(5) . . ?
C5 C6 C7 119.1(5) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.6(5) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 N2 115.8(5) . . ?
C10 C11 C12 119.5(4) . . ?
C12 C11 N2 124.6(5) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.4(5) . . ?
C13 C12 H12 120.3 . . ?
C15' C14' N3' 125.8(5) . . ?
C19' C14' N3' 114.3(5) . . ?
C19' C14' C15' 119.9(5) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.4(5) . . ?
C3 C2 H2 120.3 . . ?
C8 C13 H13 119.5 . . ?
C12 C13 C8 121.0(5) . . ?
C12 C13 H13 119.5 . . ?
N1 C7 C6 126.7(5) . . ?
N1 C7 H7 116.7 . . ?
C6 C7 H7 116.7 . . ?
C8' C13' H13' 120.1 . . ?
C12' C13' C8' 119.8(5) . . ?
C12' C13' H13' 120.1 . . ?
C6' C5' H5' 119.5 . . ?
C4' C5' C6' 120.9(5) . . ?
C4' C5' H5' 119.5 . . ?
C15 C14 N3 124.6(5) . . ?
C15 C14 C19 119.6(5) . . ?
C19 C14 N3 115.8(5) . . ?
C8' C9' H9' 119.8 . . ?
C10' C9' C8' 120.3(5) . . ?
C10' C9' H9' 119.8 . . ?
C13' C12' H12' 120.1 . . ?
C11' C12' C13' 119.9(5) . . ?
C11' C12' H12' 120.1 . . ?
C1' C2' H2' 119.6 . . ?
C3' C2' C1' 120.9(5) . . ?
C3' C2' H2' 119.6 . . ?
C9' C10' H10' 119.9 . . ?
C9' C10' C11' 120.2(5) . . ?
C11' C10' H10' 119.9 . . ?
C2 C3 H3 118.9 . . ?
C2 C3 C4 122.2(5) . . ?
C4 C3 H3 118.9 . . ?
C12' C11' N2' 124.3(5) . . ?
C10' C11' N2' 115.5(5) . . ?
C10' C11' C12' 120.3(5) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 C6 121.6(5) . . ?
C4 C5 H5 119.2 . . ?
C5' C4' H4' 120.4 . . ?
C3' C4' C5' 119.2(5) . . ?
C3' C4' H4' 120.4 . . ?
C14' C15' H15' 119.8 . . ?
C16' C15' C14' 120.4(6) . . ?
C16' C15' H15' 119.8 . . ?
C14' C19' H19' 120.3 . . ?
C14' C19' C18' 119.3(6) . . ?
C18' C19' H19' 120.3 . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.3(6) . . ?
C16 C15 H15 119.8 . . ?
C19' C18' H18' 120.5 . . ?
C17' C18' C19' 119.0(6) . . ?
C17' C18' H18' 120.5 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.1(5) . . ?
C5 C4 H4 120.5 . . ?
C2' C3' H3' 119.4 . . ?
C4' C3' C2' 121.1(5) . . ?
C4' C3' H3' 119.4 . . ?
C14 C19 H19 119.7 . . ?
C18 C19 C14 120.5(6) . . ?
C18 C19 H19 119.7 . . ?
C18' C17' H17' 119.5 . . ?
C16' C17' C18' 121.0(6) . . ?
C16' C17' H17' 119.5 . . ?
C15' C16' H16' 119.8 . . ?
C17' C16' C15' 120.4(6) . . ?
C17' C16' H16' 119.8 . . ?
C15 C16 H16 120.7 . . ?
C15 C16 C17 118.6(7) . . ?
C17 C16 H16 120.7 . . ?
C19 C18 H18 119.9 . . ?
C17 C18 C19 120.2(7) . . ?
C17 C18 H18 119.9 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.7(6) . . ?
C18 C17 H17 119.7 . . ?
H2AA O2A H2AB 118.9 . . ?
H2BA O2B H2BB 114.5 . . ?
H2CA O2C H2CB 118.7 . . ?


_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 1.116
_oxdiff_exptl_absorpt_empirical_full_min 0.948



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_cu(l1-h)2
_database_code_depnum_ccdc_archive 'CCDC 1821308'

_audit_update_record             
;
2018-05-07 deposited with the CCDC.
2018-05-08 downloaded from the CCDC.
;
# publcif _publ_body_element loop end
_audit_creation_date             2018-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H28 Cu N6 O2'
_chemical_formula_sum            'C38 H28 Cu N6 O2'
_chemical_formula_weight         664.20
_chemical_melting_point          ?
_chemical_oxdiff_formula         C38H28N6O2Cu
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   17.3850(14)
_cell_length_b                   11.3414(9)
_cell_length_c                   7.8323(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.656(9)
_cell_angle_gamma                90
_cell_volume                     1543.7(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5015
_cell_measurement_temperature    294.6(8)
_cell_measurement_theta_max      20.2040
_cell_measurement_theta_min      3.3850
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.754
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             686
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0741
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2670
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.346
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.6(8)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0169
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -58.00  56.00   1.00    8.00    --  -20.49  57.00 150.00  114
  2  ω    -96.00  17.00   1.00    8.00    --  -20.49 -57.00   0.00  113
  3  ω   -105.00  23.00   1.00    8.00    --  -20.49 -77.00-120.00  128
  4  ω    -96.00  17.00   1.00    8.00    --  -20.49 -57.00 120.00  113
  5  ω    -96.00  17.00   1.00    8.00    --  -20.49 -57.00-120.00  113
  6  ω   -115.00 -35.00   1.00    8.00    --  -20.49-178.00  90.00   80
  7  ω    -20.00  35.00   1.00    8.00    --  -20.49 -99.00 -90.00   55
  8  ω    -63.00  65.00   1.00    8.00    --   21.74 -77.00   0.00  128
  9  ω    -63.00  65.00   1.00    8.00    --   21.74 -77.00 -90.00  128
 10  ω    -96.00  17.00   1.00    8.00    --  -20.49 -57.00  60.00  113
 11  ω    -58.00  56.00   1.00    8.00    --  -20.49  57.00 120.00  114
 12  ω    -20.00  35.00   1.00    8.00    --  -20.49 -99.00  30.00   55
 13  ω    -69.00 113.00   1.00    8.00    --   21.74   0.00-120.00  182
 14  ω    -69.00 113.00   1.00    8.00    --   21.74   0.00-150.00  182
 15  ω    -69.00 113.00   1.00    8.00    --   21.74   0.00 -90.00  182
 16  ω    -69.00 113.00   1.00    8.00    --   21.74   0.00-180.00  182
 17  ω    -69.00 113.00   1.00    8.00    --   21.74   0.00 -30.00  182
 18  ω    -69.00 113.00   1.00    8.00    --   21.74   0.00   0.00  182
 19  ω    -69.00 113.00   1.00    8.00    --   21.74   0.00  30.00  182
 20  ω    -69.00 113.00   1.00    8.00    --   21.74   0.00  60.00  182
 21  ω    -69.00 113.00   1.00    8.00    --   21.74   0.00  90.00  182
 22  ω    -69.00  15.00   1.00    8.00    --   21.74   0.00 120.00   84
 23  ω    -69.00 113.00   1.00    8.00    --   21.74   0.00 -60.00  182
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0103622000
_diffrn_orient_matrix_UB_12      -0.0372120000
_diffrn_orient_matrix_UB_13      -0.0322928000
_diffrn_orient_matrix_UB_21      -0.0733782000
_diffrn_orient_matrix_UB_22      0.0255690000
_diffrn_orient_matrix_UB_23      -0.0181988000
_diffrn_orient_matrix_UB_31      0.0521537000
_diffrn_orient_matrix_UB_32      0.0432965000
_diffrn_orient_matrix_UB_33      -0.0170441000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1817
_reflns_number_total             2670
_reflns_odcompleteness_completeness 99.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_reflns_special_details          
;
 _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 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_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         2.589
_refine_diff_density_min         -1.459
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         2670
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1492
_refine_ls_R_factor_gt           0.1075
_refine_ls_restrained_S_all      1.058
_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)+(0.1429P)²+10.3000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3025
_refine_ls_wR_factor_ref         0.3258
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.717(14)
 0.283(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13),
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4086(6) 0.4610(9) 0.1959(12) 0.050(2) Uani 1 1 d . . . . .
C2 C 0.3355(6) 0.4636(10) 0.1236(13) 0.054(3) Uani 1 1 d . . . . .
H2 H 0.298782 0.513800 0.168147 0.064 Uiso 1 1 calc R . . . .
C3 C 0.3159(6) 0.3926(9) -0.0141(13) 0.055(3) Uani 1 1 d . . . . .
H3 H 0.265494 0.393649 -0.057226 0.066 Uiso 1 1 calc R . . . .
C4 C 0.3686(6) 0.3204(9) -0.0896(13) 0.058(3) Uani 1 1 d . . . . .
H4 H 0.355143 0.274173 -0.183842 0.069 Uiso 1 1 calc R . . . .
C5 C 0.4417(6) 0.3193(8) -0.0202(12) 0.051(2) Uani 1 1 d . . . . .
H5 H 0.478293 0.271124 -0.069432 0.061 Uiso 1 1 calc R . . . .
C6 C 0.4639(5) 0.3879(7) 0.1222(12) 0.041(2) Uani 1 1 d . . . . .
C7 C 0.5415(5) 0.3803(8) 0.1863(12) 0.043(2) Uani 1 1 d . . . . .
H7 H 0.575809 0.339688 0.118961 0.052 Uiso 1 1 calc R . . . .
C8 C 0.6482(5) 0.3982(9) 0.3706(12) 0.046(2) Uani 1 1 d . . . . .
C9 C 0.6941(6) 0.4917(9) 0.4327(12) 0.053(2) Uani 1 1 d . . . . .
H9 H 0.672932 0.566563 0.443081 0.064 Uiso 1 1 calc R . . . .
C10 C 0.7688(6) 0.4736(10) 0.4774(15) 0.064(3) Uani 1 1 d . . . . .
H10 H 0.799475 0.536221 0.514642 0.077 Uiso 1 1 calc R . . . .
C11 C 0.7989(5) 0.3626(12) 0.4673(14) 0.066(3) Uani 1 1 d . . . . .
C12 C 0.7550(6) 0.2699(11) 0.4042(15) 0.068(3) Uani 1 1 d . . . . .
H12 H 0.776772 0.195341 0.395460 0.081 Uiso 1 1 calc R . . . .
C13 C 0.6790(5) 0.2871(9) 0.3540(14) 0.056(3) Uani 1 1 d . . . . .
H13 H 0.649469 0.225258 0.310056 0.068 Uiso 1 1 calc R . . . .
C14 C 0.9811(6) 0.2507(13) 0.6071(14) 0.066(3) Uani 1 1 d . . . . .
C15 C 1.0307(8) 0.3437(13) 0.6416(17) 0.083(4) Uani 1 1 d . . . . .
H15 H 1.014715 0.420628 0.619902 0.099 Uiso 1 1 calc R . . . .
C16 C 1.1035(8) 0.3229(13) 0.7077(17) 0.086(4) Uani 1 1 d . . . . .
H16 H 1.135089 0.385639 0.739885 0.103 Uiso 1 1 calc R . . . .
C17 C 1.1294(7) 0.2089(14) 0.7261(16) 0.079(4) Uani 1 1 d . . . . .
H17 H 1.179407 0.194966 0.766650 0.095 Uiso 1 1 calc R . . . .
C18 C 1.0831(8) 0.1171(14) 0.686(2) 0.096(5) Uani 1 1 d . . . . .
H18 H 1.100933 0.040192 0.697630 0.115 Uiso 1 1 calc R . . . .
C19 C 1.0083(6) 0.1388(13) 0.6263(17) 0.079(4) Uani 1 1 d . . . . .
H19 H 0.976221 0.075530 0.598981 0.095 Uiso 1 1 calc R . . . .
Cu1 Cu 0.500000 0.500000 0.500000 0.0409(6) Uani 1 2 d S T P . .
N1 N 0.5695(4) 0.4243(7) 0.3291(9) 0.0439(18) Uani 1 1 d . . . . .
N2 N 0.8797(6) 0.3548(10) 0.5299(13) 0.075(3) Uani 1 1 d . . . . .
N3 N 0.8997(6) 0.2542(10) 0.5362(12) 0.070(3) Uani 1 1 d . . . . .
O1 O 0.4275(4) 0.5352(7) 0.3251(8) 0.060(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.377(13) . ?
C1 C6 1.407(13) . ?
C1 O1 1.350(12) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(14) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(14) . ?
C4 H4 0.9300 . ?
C4 C5 1.367(14) . ?
C5 H5 0.9300 . ?
C5 C6 1.405(13) . ?
C6 C7 1.427(12) . ?
C7 H7 0.9300 . ?
C7 N1 1.306(11) . ?
C8 C9 1.406(13) . ?
C8 C13 1.377(14) . ?
C8 N1 1.428(11) . ?
C9 H9 0.9300 . ?
C9 C10 1.350(15) . ?
C10 H10 0.9300 . ?
C10 C11 1.367(16) . ?
C11 C12 1.383(16) . ?
C11 N2 1.477(14) . ?
C12 H12 0.9300 . ?
C12 C13 1.381(14) . ?
C13 H13 0.9300 . ?
C14 C15 1.384(18) . ?
C14 C19 1.361(18) . ?
C14 N3 1.506(14) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(17) . ?
C16 H16 0.9300 . ?
C16 C17 1.376(18) . ?
C17 H17 0.9300 . ?
C17 C18 1.348(19) . ?
C18 H18 0.9300 . ?
C18 C19 1.390(16) . ?
C19 H19 0.9300 . ?
Cu1 N1 2.020(7) 3_666 ?
Cu1 N1 2.020(7) . ?
Cu1 O1 1.877(6) 3_666 ?
Cu1 O1 1.877(6) . ?
N2 N3 1.194(13) . ?

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
C2 C1 C6 118.6(9) . . ?
O1 C1 C2 119.8(9) . . ?
O1 C1 C6 121.3(9) . . ?
C1 C2 H2 119.6 . . ?
C1 C2 C3 120.8(10) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 119.0 . . ?
C4 C3 C2 122.1(9) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 H4 121.4 . . ?
C5 C4 C3 117.3(9) . . ?
C5 C4 H4 121.4 . . ?
C4 C5 H5 118.6 . . ?
C4 C5 C6 122.8(10) . . ?
C6 C5 H5 118.6 . . ?
C1 C6 C7 122.8(8) . . ?
C5 C6 C1 118.5(8) . . ?
C5 C6 C7 118.7(9) . . ?
C6 C7 H7 116.5 . . ?
N1 C7 C6 127.1(9) . . ?
N1 C7 H7 116.5 . . ?
C9 C8 N1 117.0(9) . . ?
C13 C8 C9 120.2(9) . . ?
C13 C8 N1 122.8(8) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.5(10) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.3 . . ?
C9 C10 C11 119.5(10) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 C12 120.8(10) . . ?
C10 C11 N2 113.5(10) . . ?
C12 C11 N2 125.7(12) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.6(11) . . ?
C13 C12 H12 119.7 . . ?
C8 C13 C12 118.3(10) . . ?
C8 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
C15 C14 N3 128.7(12) . . ?
C19 C14 C15 118.5(10) . . ?
C19 C14 N3 112.6(11) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.3(12) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.8(13) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.6(12) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.3(13) . . ?
C19 C18 H18 120.4 . . ?
C14 C19 C18 121.3(13) . . ?
C14 C19 H19 119.3 . . ?
C18 C19 H19 119.3 . . ?
N1 Cu1 N1 180.0(4) . 3_666 ?
O1 Cu1 N1 89.5(3) . 3_666 ?
O1 Cu1 N1 90.5(3) 3_666 3_666 ?
O1 Cu1 N1 90.5(3) . . ?
O1 Cu1 N1 89.5(3) 3_666 . ?
O1 Cu1 O1 180.0 3_666 . ?
C7 N1 C8 116.5(8) . . ?
C7 N1 Cu1 121.0(6) . . ?
C8 N1 Cu1 121.6(6) . . ?
N3 N2 C11 110.2(11) . . ?
N2 N3 C14 108.1(11) . . ?
C1 O1 Cu1 124.0(6) . . ?


_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 1.081
_oxdiff_exptl_absorpt_empirical_full_min 0.883
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.717(14)
2 0.283(14)



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_l1
_database_code_depnum_ccdc_archive 'CCDC 1821307'

_audit_update_record             
;
2018-04-19 deposited with the CCDC.
2018-05-08 downloaded from the CCDC.
;
# publcif _publ_body_element loop end
_audit_creation_date             2018-04-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H15 N3 O'
_chemical_formula_sum            'C19 H15 N3 O'
_chemical_formula_weight         301.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         C19H15N3O
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 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                   26.3414(14)
_cell_length_b                   4.5797(2)
_cell_length_c                   12.1699(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.073(5)
_cell_angle_gamma                90
_cell_volume                     1468.12(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4454
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.6040
_cell_measurement_theta_min      3.8460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95406
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            21498
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.434
_diffrn_reflns_theta_min         3.435
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0169
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00 102.00   1.00    7.00    --   21.74  77.00-120.00  119
  2  ω    -18.00 103.00   1.00    7.00    --   21.74  77.00 120.00  121
  3  ω    -18.00 100.00   1.00    7.00    --   21.74  77.00   0.00  118
  4  ω   -115.00 -35.00   1.00    7.00    --  -20.41-178.00 -90.00   80
  5  ω    -54.00  60.00   1.00    7.00    --   21.74 -57.00-120.00  114
  6  ω    -60.00  71.00   1.00    7.00    --   21.74 -38.00  90.00  131
  7  ω    -28.00  28.00   1.00    7.00    --   21.74  91.00  43.00   56
  8  ω    -16.00  98.00   1.00    7.00    --   21.74  57.00-150.00  114
  9  ω     34.00 117.00   1.00    7.00    --   21.74-178.00 -90.00   83
 10  ω    -16.00  98.00   1.00    7.00    --   21.74  57.00 120.00  114
 11  ω    -60.00   5.00   1.00    7.00    --   21.74 -38.00 -30.00   65
 12  ω    -16.00  98.00   1.00    7.00    --   21.74  57.00  30.00  114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0238483000
_diffrn_orient_matrix_UB_12      0.0652717000
_diffrn_orient_matrix_UB_13      -0.0112544000
_diffrn_orient_matrix_UB_21      -0.0057636000
_diffrn_orient_matrix_UB_22      0.0001022000
_diffrn_orient_matrix_UB_23      -0.0569346000
_diffrn_orient_matrix_UB_31      -0.0110851000
_diffrn_orient_matrix_UB_32      0.1404943000
_diffrn_orient_matrix_UB_33      0.0052409000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1910
_reflns_number_total             2538
_reflns_odcompleteness_completeness 99.50
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_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 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_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         0.804
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         2538
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1357
_refine_ls_R_factor_gt           0.1117
_refine_ls_restrained_S_all      1.094
_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)+(0.0959P)²+8.0664P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3051
_refine_ls_wR_factor_ref         0.3201
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9954(7)
 0.0046(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
3. Shared sites
{N3, C20}
{C7, N4}
4. Uiso/Uaniso restraints and constraints
Uanis(C7) = Uanis(N4)
Uanis(N3) = Uanis(C20)
5. Others
 Sof(H1)=Sof(O2)=Sof(H2A)=Sof(C20)=Sof(H20)=Sof(N4)=1-FVAR(1)
 Sof(H15)=Sof(O1)=Sof(H1A)=Sof(N3)=Sof(C7)=Sof(H7)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C12(H12), C13(H13),
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C7(H7), C20(H20)
6.b Idealised tetrahedral OH refined as rotating group:
 O1(H1A), O2(H2A)
;
_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
N1 N 0.81264(17) 0.9231(10) 0.3559(4) 0.0415(12) Uani 1 1 d . . . . .
N2 N 0.6644(2) 0.0662(12) 0.2480(5) 0.0586(15) Uani 1 1 d . . . . .
C1 C 0.88111(19) 1.3493(12) 0.4432(4) 0.0383(13) Uani 1 1 d . . . . .
H1 H 0.858953 1.267034 0.493957 0.046 Uiso 0.091(10) 1 calc R . P A 2
C2 C 0.9164(2) 1.5531(13) 0.4772(5) 0.0477(15) Uani 1 1 d . . . . .
H2 H 0.917528 1.612265 0.550319 0.057 Uiso 1 1 calc R . . . .
C3 C 0.9507(2) 1.6707(14) 0.4004(5) 0.0507(16) Uani 1 1 d . . . . .
H3 H 0.975374 1.802018 0.423819 0.061 Uiso 1 1 calc R . . . .
C4 C 0.9482(2) 1.5945(13) 0.2918(5) 0.0476(15) Uani 1 1 d . . . . .
H4 H 0.970489 1.677957 0.241545 0.057 Uiso 1 1 calc R . . . .
C5 C 0.9129(2) 1.3951(12) 0.2573(5) 0.0405(13) Uani 1 1 d . . . . .
H5 H 0.911500 1.343659 0.183443 0.049 Uiso 1 1 calc R . . . .
C6 C 0.87850(18) 1.2657(11) 0.3326(4) 0.0319(12) Uani 1 1 d . . . . .
C8 C 0.77692(19) 0.7061(11) 0.3173(5) 0.0383(13) Uani 1 1 d . . . . .
C9 C 0.7744(2) 0.6036(13) 0.2113(5) 0.0471(15) Uani 1 1 d . . . . .
H9 H 0.796488 0.674004 0.158105 0.057 Uiso 1 1 calc R . . . .
C10 C 0.7376(2) 0.3894(13) 0.1840(5) 0.0512(16) Uani 1 1 d . . . . .
H10 H 0.735466 0.317982 0.112635 0.061 Uiso 1 1 calc R . . . .
C11 C 0.7054(2) 0.2887(12) 0.2632(5) 0.0467(15) Uani 1 1 d . . . . .
C12 C 0.7079(2) 0.3891(13) 0.3684(6) 0.0507(15) Uani 1 1 d . . . . .
H12 H 0.685625 0.319673 0.421459 0.061 Uiso 1 1 calc R . . . .
C13 C 0.7449(2) 0.6001(13) 0.3957(5) 0.0493(15) Uani 1 1 d . . . . .
H13 H 0.747458 0.667312 0.467584 0.059 Uiso 1 1 calc R . . . .
C14 C 0.62312(19) -0.2409(11) 0.1451(5) 0.0385(13) Uani 1 1 d . . . . .
C15 C 0.6199(2) -0.3556(13) 0.0399(5) 0.0460(14) Uani 1 1 d . . . . .
H15 H 0.642631 -0.294374 -0.013808 0.055 Uiso 0.909(10) 1 calc R . P A 1
C16 C 0.5838(2) -0.5566(13) 0.0145(5) 0.0474(15) Uani 1 1 d . . . . .
H16 H 0.582161 -0.634865 -0.055923 0.057 Uiso 1 1 calc R . . . .
C17 C 0.5489(2) -0.6457(14) 0.0949(5) 0.0481(15) Uani 1 1 d . . . . .
H17 H 0.523611 -0.779398 0.077323 0.058 Uiso 1 1 calc R . . . .
C18 C 0.5522(2) -0.5359(14) 0.1992(5) 0.0508(15) Uani 1 1 d . . . . .
H18 H 0.529263 -0.598016 0.252320 0.061 Uiso 1 1 calc R . . . .
C19 C 0.5888(2) -0.3352(14) 0.2264(5) 0.0511(16) Uani 1 1 d . . . . .
H19 H 0.590998 -0.262532 0.297641 0.061 Uiso 1 1 calc R . . . .
O1 O 0.8490(2) 1.2354(12) 0.5160(4) 0.0598(17) Uani 0.909(10) 1 d . . P A 1
H1A H 0.833254 1.100856 0.487385 0.090 Uiso 0.909(10) 1 calc GR . P A 1
N3 N 0.6639(2) -0.0244(12) 0.1576(5) 0.0551(14) Uani 0.909(10) 1 d . . P A 1
C7 C 0.84292(18) 1.0511(11) 0.2934(5) 0.0381(13) Uani 0.909(10) 1 d . . P A 1
H7 H 0.842474 1.006142 0.218906 0.046 Uiso 0.909(10) 1 calc R . P A 1
O2 O 0.653(2) -0.224(11) -0.032(3) 0.063(18) Uani 0.091(10) 1 d . . P A 2
H2A H 0.677059 -0.330832 -0.042421 0.095 Uiso 0.091(10) 1 calc GR . P A 2
C20 C 0.6639(2) -0.0244(12) 0.1576(5) 0.0551(14) Uani 0.091(10) 1 d . . P A 2
H20 H 0.686061 0.032532 0.102203 0.066 Uiso 0.091(10) 1 calc R . P A 2
N4 N 0.84292(18) 1.0511(11) 0.2934(5) 0.0381(13) Uani 0.091(10) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C8 1.446(7) . ?
N1 C7 1.249(7) . ?
N1 N4 1.249(7) . ?
N2 C11 1.497(8) . ?
N2 N3 1.176(7) . ?
N2 C20 1.176(7) . ?
C1 H1 0.9300 . ?
C1 C2 1.381(8) . ?
C1 C6 1.400(7) . ?
C1 O1 1.332(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.408(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.369(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.368(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.420(7) . ?
C6 C7 1.439(7) . ?
C6 N4 1.439(7) . ?
C8 C9 1.374(8) . ?
C8 C13 1.363(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.417(8) . ?
C10 H10 0.9300 . ?
C10 C11 1.364(9) . ?
C11 C12 1.362(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.411(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.387(8) . ?
C14 C19 1.408(8) . ?
C14 N3 1.470(8) . ?
C14 C20 1.470(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.359(8) . ?
C15 O2 1.37(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.403(8) . ?
C17 H17 0.9300 . ?
C17 C18 1.367(8) . ?
C18 H18 0.9300 . ?
C18 C19 1.374(8) . ?
C19 H19 0.9300 . ?
O1 H1A 0.8200 . ?
C7 H7 0.9300 . ?
O2 H2A 0.8200 . ?
C20 H20 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 C8 122.8(5) . . ?
N4 N1 C8 122.8(5) . . ?
N3 N2 C11 111.3(6) . . ?
C20 N2 C11 111.3(6) . . ?
C2 C1 H1 119.8 . . ?
C2 C1 C6 120.3(5) . . ?
C6 C1 H1 119.8 . . ?
O1 C1 C2 119.5(5) . . ?
O1 C1 C6 120.1(5) . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119.4(5) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 120.9(5) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.9(6) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.0(5) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 118.4(5) . . ?
C1 C6 C7 122.4(5) . . ?
C1 C6 N4 122.4(5) . . ?
C5 C6 C7 119.2(5) . . ?
C5 C6 N4 119.2(5) . . ?
C9 C8 N1 124.8(5) . . ?
C13 C8 N1 114.9(5) . . ?
C13 C8 C9 120.3(5) . . ?
C8 C9 H9 120.3 . . ?
C8 C9 C10 119.3(6) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.5(6) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 N2 126.3(6) . . ?
C12 C11 N2 112.3(6) . . ?
C12 C11 C10 121.4(6) . . ?
C11 C12 H12 120.5 . . ?
C11 C12 C13 119.0(6) . . ?
C13 C12 H12 120.5 . . ?
C8 C13 C12 120.4(6) . . ?
C8 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C15 C14 C19 119.6(5) . . ?
C15 C14 N3 113.3(5) . . ?
C15 C14 C20 113.3(5) . . ?
C19 C14 N3 127.1(5) . . ?
C19 C14 C20 127.1(5) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.5(5) . . ?
C16 C15 H15 119.7 . . ?
C16 C15 O2 126.4(18) . . ?
O2 C15 C14 112.8(18) . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.8(6) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0(5) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.5 . . ?
C17 C18 C19 120.9(6) . . ?
C19 C18 H18 119.5 . . ?
C14 C19 H19 120.4 . . ?
C18 C19 C14 119.1(6) . . ?
C18 C19 H19 120.4 . . ?
C1 O1 H1A 109.5 . . ?
N2 N3 C14 110.0(6) . . ?
N1 C7 C6 122.3(5) . . ?
N1 C7 H7 118.8 . . ?
C6 C7 H7 118.8 . . ?
C15 O2 H2A 109.5 . . ?
N2 C20 C14 110.0(6) . . ?
N2 C20 H20 125.0 . . ?
C14 C20 H20 125.0 . . ?
N1 N4 C6 122.3(5) . . ?


_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 1.050
_oxdiff_exptl_absorpt_empirical_full_min 0.933
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9954(7)
2 0.0046(7)



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_Zn(L1-H)2
_database_code_depnum_ccdc_archive 'CCDC 1821309'

_audit_update_record             
;
2018-05-07 deposited with the CCDC.
2018-05-08 downloaded from the CCDC.
;
# publcif _publ_body_element loop end
_audit_creation_date             2018-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H28 N6 O2 Zn'
_chemical_formula_sum            'C38 H28 N6 O2 Zn'
_chemical_formula_weight         666.03
_chemical_melting_point          ?
_chemical_oxdiff_formula         C38H28ZnN6O2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   17.4272(13)
_cell_length_b                   11.3610(9)
_cell_length_c                   7.8374(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.846(7)
_cell_angle_gamma                90
_cell_volume                     1550.9(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3706
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.7600
_cell_measurement_theta_min      2.0910
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.838
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94597
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2013
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            64747
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        23.254
_diffrn_reflns_theta_max         23.254
_diffrn_reflns_theta_min         4.283
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0296
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  73.00   1.00    8.00    --   24.65 -38.00 120.00  128
  2  ω    -49.00  59.00   1.00    8.00    --   24.65 -57.00 -90.00  108
  3  ω   -118.00 -35.00   1.00    8.00    --  -27.22-178.00-120.00   83
  4  ω   -118.00 -35.00   1.00    8.00    --  -27.22-178.00   0.00   83
  5  ω    -20.00  26.00   1.00    8.00    --  -27.22 -99.00-150.00   46
  6  ω   -108.00  14.00   1.00    8.00    --  -27.22 -77.00  60.00  122
  7  ω    -24.00 104.00   1.00    8.00    --   24.65  38.00 -90.00  128
  8  ω    -55.00  73.00   1.00    8.00    --   24.65 -38.00 -60.00  128
  9  ω   -101.00   7.00   1.00    8.00    --  -27.22 -57.00 -60.00  108
 10  ω    -20.00  26.00   1.00    8.00    --  -27.22 -99.00 120.00   46
 11  ω    -20.00  26.00   1.00    8.00    --  -27.22 -99.00 -60.00   46
 12  ω     35.00 115.00   1.00    8.00    --   24.65 178.00 -30.00   80
 13  ω     35.00 115.00   1.00    8.00    --   24.65 178.00 -90.00   80
 14  ω    -10.00  99.00   1.00    8.00    --   24.65  57.00   0.00  109
 15  ω   -118.00 -34.00   1.00    8.00    --  -27.22 178.00 -60.00   84
 16  ω   -101.00   7.00   1.00    8.00    --  -27.22 -57.00 120.00  108
 17  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00-150.00  175
 18  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00-120.00  175
 19  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00 -90.00  175
 20  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00 -60.00  175
 21  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00-180.00  175
 22  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00   0.00  175
 23  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00  30.00  175
 24  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00  60.00  175
 25  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00  90.00  175
 26  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00 -30.00  175
 27  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00 150.00  175
 28  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00 120.00  175
 29  ω   -114.00 -38.00   1.00    8.00    --  -27.22   0.00-180.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0258691000
_diffrn_orient_matrix_UB_12      0.0422585000
_diffrn_orient_matrix_UB_13      -0.0317997000
_diffrn_orient_matrix_UB_21      0.0225684000
_diffrn_orient_matrix_UB_22      -0.0040146000
_diffrn_orient_matrix_UB_23      0.0767200000
_diffrn_orient_matrix_UB_31      0.0219089000
_diffrn_orient_matrix_UB_32      -0.0457897000
_diffrn_orient_matrix_UB_33      -0.0360522000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1570
_reflns_number_total             2225
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_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         0.470
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         2225
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0540
_refine_ls_restrained_S_all      1.024
_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)+(0.0376P)²+1.8322P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1003
_refine_ls_wR_factor_ref         0.1121
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
N2: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
N3: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C5(H5), C2(H2), C13(H13), C4(H4), C9(H9), C3(H3), C12(H12), C17(H17),
 C19(H19), C18(H18), C10(H10), C16(H16), C15(H15)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.500000 0.500000 0.0424(3) Uani 1 2 d S T P . .
O1 O 0.42607(16) 0.5322(2) 0.3254(4) 0.0482(8) Uani 1 1 d . . . . .
N1 N 0.56852(18) 0.4229(3) 0.3296(4) 0.0348(8) Uani 1 1 d . . . . .
C1 C 0.4101(2) 0.4630(3) 0.1950(5) 0.0363(11) Uani 1 1 d . . . . .
C8 C 0.6479(2) 0.3998(4) 0.3704(5) 0.0384(11) Uani 1 1 d . . . . .
C6 C 0.4641(2) 0.3882(3) 0.1224(5) 0.0347(10) Uani 1 1 d . . . . .
C7 C 0.5418(2) 0.3804(3) 0.1866(5) 0.0377(11) Uani 1 1 d . . . . .
H7 H 0.576343 0.341075 0.118909 0.045 Uiso 1 1 calc R . . . .
C5 C 0.4421(3) 0.3203(4) -0.0209(5) 0.0443(11) Uani 1 1 d . . . . .
H5 H 0.478671 0.273447 -0.071656 0.053 Uiso 1 1 calc R . . . .
C2 C 0.3347(2) 0.4631(4) 0.1219(6) 0.0455(12) Uani 1 1 d . . . . .
H2 H 0.297593 0.511781 0.167357 0.055 Uiso 1 1 calc R . . . .
N2 N 0.8807(3) 0.3539(4) 0.5312(6) 0.0730(13) Uani 1 1 d . U . . .
C13 C 0.6786(3) 0.2879(4) 0.3552(6) 0.0497(12) Uani 1 1 d . . . . .
H13 H 0.648187 0.226419 0.313097 0.060 Uiso 1 1 calc R . . . .
C4 C 0.3688(3) 0.3206(4) -0.0880(6) 0.0524(13) Uani 1 1 d . . . . .
H4 H 0.355141 0.273472 -0.181088 0.063 Uiso 1 1 calc R . . . .
C9 C 0.6938(2) 0.4913(4) 0.4331(5) 0.0480(11) Uani 1 1 d . . . . .
H9 H 0.673091 0.566269 0.443537 0.058 Uiso 1 1 calc R . . . .
C3 C 0.3156(3) 0.3929(4) -0.0139(6) 0.0520(13) Uani 1 1 d . . . . .
H3 H 0.265350 0.393609 -0.057836 0.062 Uiso 1 1 calc R . . . .
C12 C 0.7552(3) 0.2679(5) 0.4034(6) 0.0581(14) Uani 1 1 d . . . . .
H12 H 0.776829 0.193444 0.392967 0.070 Uiso 1 1 calc R . . . .
N3 N 0.8995(3) 0.2551(4) 0.5373(6) 0.0686(13) Uani 1 1 d . U . . .
C17 C 1.1296(3) 0.2099(6) 0.7248(7) 0.0751(17) Uani 1 1 d . . . . .
H17 H 1.179655 0.195963 0.764389 0.090 Uiso 1 1 calc R . . . .
C19 C 1.0079(3) 0.1391(6) 0.6284(8) 0.0787(17) Uani 1 1 d . . . . .
H19 H 0.975056 0.076036 0.605894 0.094 Uiso 1 1 calc R . . . .
C18 C 1.0824(3) 0.1185(6) 0.6857(8) 0.0854(19) Uani 1 1 d . . . . .
H18 H 1.100170 0.041671 0.697424 0.102 Uiso 1 1 calc R . . . .
C11 C 0.7988(2) 0.3618(5) 0.4676(6) 0.0553(14) Uani 1 1 d . . . . .
C10 C 0.7685(3) 0.4724(5) 0.4792(6) 0.0568(14) Uani 1 1 d . . . . .
H10 H 0.798938 0.534511 0.518542 0.068 Uiso 1 1 calc R . . . .
C16 C 1.1034(3) 0.3228(6) 0.7060(8) 0.0828(18) Uani 1 1 d . . . . .
H16 H 1.135267 0.385903 0.734905 0.099 Uiso 1 1 calc R . . . .
C14 C 0.9823(3) 0.2501(6) 0.6047(6) 0.0636(15) Uani 1 1 d . . . . .
C15 C 1.0295(3) 0.3429(5) 0.6441(7) 0.0726(16) Uani 1 1 d . . . . .
H15 H 1.011832 0.419556 0.629186 0.087 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
Zn1 O1 1.885(3) 3_666 ?
Zn1 O1 1.885(3) . ?
Zn1 N1 2.020(3) . ?
Zn1 N1 2.020(3) 3_666 ?
O1 C1 1.312(5) . ?
N1 C8 1.434(5) . ?
N1 C7 1.293(5) . ?
C1 C6 1.402(5) . ?
C1 C2 1.417(6) . ?
C8 C13 1.385(6) . ?
C8 C9 1.392(6) . ?
C6 C7 1.432(5) . ?
C6 C5 1.405(6) . ?
C7 H7 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.365(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.363(6) . ?
N2 N3 1.170(5) . ?
N2 C11 1.499(6) . ?
C13 H13 0.9300 . ?
C13 C12 1.396(6) . ?
C4 H4 0.9300 . ?
C4 C3 1.381(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.355(6) . ?
C3 H3 0.9300 . ?
C12 H12 0.9300 . ?
C12 C11 1.394(6) . ?
N3 C14 1.523(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.354(8) . ?
C17 C16 1.368(7) . ?
C19 H19 0.9300 . ?
C19 C18 1.380(7) . ?
C19 C14 1.348(7) . ?
C18 H18 0.9300 . ?
C11 C10 1.367(6) . ?
C10 H10 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.380(7) . ?
C14 C15 1.366(7) . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 180.0 3_666 . ?
O1 Zn1 N1 89.48(12) . 3_666 ?
O1 Zn1 N1 90.51(12) 3_666 3_666 ?
O1 Zn1 N1 90.52(12) . . ?
O1 Zn1 N1 89.48(12) 3_666 . ?
N1 Zn1 N1 180.0 . 3_666 ?
C1 O1 Zn1 124.9(3) . . ?
C8 N1 Zn1 121.2(3) . . ?
C7 N1 Zn1 122.0(3) . . ?
C7 N1 C8 116.3(3) . . ?
O1 C1 C6 123.4(4) . . ?
O1 C1 C2 119.1(4) . . ?
C6 C1 C2 117.5(4) . . ?
C13 C8 N1 121.4(4) . . ?
C13 C8 C9 119.8(4) . . ?
C9 C8 N1 118.8(4) . . ?
C1 C6 C7 122.3(4) . . ?
C1 C6 C5 119.2(4) . . ?
C5 C6 C7 118.5(4) . . ?
N1 C7 C6 126.3(4) . . ?
N1 C7 H7 116.8 . . ?
C6 C7 H7 116.8 . . ?
C6 C5 H5 118.9 . . ?
C4 C5 C6 122.3(4) . . ?
C4 C5 H5 118.9 . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.0(4) . . ?
C3 C2 H2 119.5 . . ?
N3 N2 C11 109.5(5) . . ?
C8 C13 H13 120.2 . . ?
C8 C13 C12 119.6(4) . . ?
C12 C13 H13 120.2 . . ?
C5 C4 H4 120.9 . . ?
C5 C4 C3 118.2(4) . . ?
C3 C4 H4 120.9 . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.8(5) . . ?
C10 C9 H9 119.6 . . ?
C2 C3 C4 121.7(4) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C13 C12 H12 120.7 . . ?
C11 C12 C13 118.6(4) . . ?
C11 C12 H12 120.7 . . ?
N2 N3 C14 108.1(5) . . ?
C18 C17 H17 120.1 . . ?
C18 C17 C16 119.8(5) . . ?
C16 C17 H17 120.1 . . ?
C18 C19 H19 119.8 . . ?
C14 C19 H19 119.8 . . ?
C14 C19 C18 120.4(6) . . ?
C17 C18 C19 120.1(6) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C12 C11 N2 125.1(5) . . ?
C10 C11 N2 113.5(5) . . ?
C10 C11 C12 121.3(4) . . ?
C9 C10 C11 119.9(5) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C17 C16 H16 120.1 . . ?
C17 C16 C15 119.8(6) . . ?
C15 C16 H16 120.1 . . ?
C19 C14 N3 112.8(5) . . ?
C19 C14 C15 119.8(5) . . ?
C15 C14 N3 127.4(5) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 C16 120.0(5) . . ?
C14 C15 H15 120.0 . . ?


_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 1.060
_oxdiff_exptl_absorpt_empirical_full_min 0.954



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_fe2(l1-h)4o
_database_code_depnum_ccdc_archive 'CCDC 1821310'

_audit_update_record             
;
2018-05-07 deposited with the CCDC.
2018-05-08 downloaded from the CCDC.
;
# publcif _publ_body_element loop end
_audit_creation_date             2018-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C76 H56 Fe2 N12 O5'
_chemical_formula_sum            'C76 H56 Fe2 N12 O5'
_chemical_formula_weight         1329.02
_chemical_melting_point          ?
_chemical_oxdiff_formula         FeC30H60N10O6
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.5729(6)
_cell_length_b                   17.7529(12)
_cell_length_c                   18.6545(12)
_cell_angle_alpha                80.582(5)
_cell_angle_beta                 75.100(5)
_cell_angle_gamma                76.309(5)
_cell_volume                     3267.8(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4565
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.6610
_cell_measurement_theta_min      1.5420
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.507
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98325
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2483
_diffrn_reflns_av_unetI/netI     0.1346
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            100798
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        23.533
_diffrn_reflns_theta_max         23.533
_diffrn_reflns_theta_min         4.110
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0296
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00 115.00   1.00    8.00    --   24.65 178.00 -30.00   80
  2  ω   -101.00   7.00   1.00    8.00    --  -27.22 -57.00-150.00  108
  3  ω   -108.00  14.00   1.00    8.00    --  -27.22 -77.00 -30.00  122
  4  ω    -62.00  47.00   1.00    8.00    --  -27.22  57.00   0.00  109
  5  ω    -20.00  26.00   1.00    8.00    --  -27.22 -99.00  60.00   46
  6  ω    -62.00  47.00   1.00    8.00    --  -27.22  57.00  90.00  109
  7  ω   -111.00  53.00   1.00    8.00    --  -27.22 -19.00   0.00  164
  8  ω   -101.00   7.00   1.00    8.00    --  -27.22 -57.00 150.00  108
  9  ω    -76.00  52.00   1.00    8.00    --  -27.22  38.00-150.00  128
 10  ω   -118.00 -34.00   1.00    8.00    --  -27.22 178.00 -30.00   84
 11  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00-180.00  175
 12  ω     35.00 115.00   1.00    8.00    --   24.65 178.00-120.00   80
 13  ω    -45.00  -6.00   1.00    8.00    --   24.65 130.00 179.22   39
 14  ω    -49.00  59.00   1.00    8.00    --   24.65 -57.00  60.00  108
 15  ω    -10.00  99.00   1.00    8.00    --   24.65  57.00 -30.00  109
 16  ω    -20.00  26.00   1.00    8.00    --  -27.22 -99.00   0.00   46
 17  ω    -20.00  26.00   1.00    8.00    --  -27.22 -99.00  90.00   46
 18  ω   -116.00 -38.00   1.00    8.00    --  -27.22-176.00-162.00   78
 19  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00-120.00  175
 20  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00 -90.00  175
 21  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00 -60.00  175
 22  ω    -63.00  54.00   1.00    8.00    --   24.65   0.00 -30.00  117
 23  ω    -63.00 112.00   1.00    8.00    --   24.65   0.00-150.00  175
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0262467000
_diffrn_orient_matrix_UB_12      -0.0166737000
_diffrn_orient_matrix_UB_13      0.0364577000
_diffrn_orient_matrix_UB_21      -0.0082410000
_diffrn_orient_matrix_UB_22      0.0361360000
_diffrn_orient_matrix_UB_23      0.0139294000
_diffrn_orient_matrix_UB_31      -0.0653609000
_diffrn_orient_matrix_UB_32      0.0113024000
_diffrn_orient_matrix_UB_33      -0.0066102000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5083
_reflns_number_total             9648
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_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         0.250
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     856
_refine_ls_number_reflns         9648
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1519
_refine_ls_R_factor_gt           0.0669
_refine_ls_restrained_S_all      1.011
_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)+(0.0163P)²+1.3926P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.1168
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
N2B': within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
N3B': within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3.a Aromatic/amide H refined with riding coordinates:
 C13A(H13A), C12A(H12A), C7A'(H7A'), C7B'(H7B'), C13B(H13B), C10A(H10A),
 C7A(H7A), C9A'(H9A'), C9A(H9A), C5A'(H5A'), C7B(H7B), C9B(H9B), C2(H2),
 C2A(H2A), C3(H3), C5A(H5A), C4(H4), C2A'(H2A'), C3A'(H3A'), C10B(H10B),
 C12B(H12B), C3A(H3A), C4A'(H4A'), C19B(H19B), C4A(H4A), C5B'(H5B'), C18B(H18B),
  C15A(H15A), C5B(H5B), C2B(H2B), C19A(H19A), C4B'(H4B'), C9B'(H9B'),
 C3B'(H3B'), C7(H7), C2B'(H2B'), C17B(H17B), C15B(H15B), C4B(H4B), C8(H8),
 C9(H9), C10(H10), C11(H11), C17A(H17A), C3B(H3B), C16A(H16A), C18A(H18A),
 C13(H13), C14(H14), C16B(H16B), C15(H15), C16(H16), C17(H17), C18(H18),
 C19(H19), C1C(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
Fe1A Fe 0.62347(7) 0.14294(4) 0.57993(4) 0.0414(2) Uani 1 1 d . . . . .
Fe1B Fe 0.54601(7) 0.34565(4) 0.57498(4) 0.0495(2) Uani 1 1 d . . . . .
O1A O 0.7167(3) 0.08189(18) 0.50003(17) 0.0478(9) Uani 1 1 d . . . . .
O1A' O 0.5489(3) 0.10706(19) 0.67920(17) 0.0521(10) Uani 1 1 d . . . . .
O005 O 0.6090(3) 0.24556(17) 0.56252(17) 0.0502(9) Uani 1 1 d . . . . .
O1B O 0.4361(4) 0.3960(2) 0.50789(19) 0.0602(10) Uani 1 1 d . . . . .
O1B' O 0.5851(4) 0.3945(2) 0.64781(18) 0.0614(10) Uani 1 1 d . . . . .
N1A' N 0.4473(4) 0.1281(2) 0.5514(2) 0.0398(10) Uani 1 1 d . . . . .
N1B' N 0.7126(4) 0.3860(2) 0.4994(2) 0.0506(12) Uani 1 1 d . . . . .
N1A N 0.8159(4) 0.1262(2) 0.6058(2) 0.0444(11) Uani 1 1 d . . . . .
N1B N 0.3594(4) 0.3272(2) 0.6524(2) 0.0538(12) Uani 1 1 d . . . . .
N2A' N 0.4726(4) 0.1389(2) 0.2445(2) 0.0528(12) Uani 1 1 d . . . . .
N3A' N 0.3985(4) 0.1032(3) 0.2271(2) 0.0539(12) Uani 1 1 d . . . . .
N3A N 0.8737(4) 0.1422(3) 0.9283(3) 0.0660(14) Uani 1 1 d . . . . .
N2A N 0.8643(4) 0.1983(3) 0.8793(3) 0.0668(14) Uani 1 1 d . . . . .
C13A C 0.4053(4) 0.0741(3) 0.4484(3) 0.0445(13) Uani 1 1 d . . . . .
H13A H 0.371801 0.034870 0.482154 0.053 Uiso 1 1 calc R . . . .
C12A C 0.4108(4) 0.0756(3) 0.3736(3) 0.0445(13) Uani 1 1 d . . . . .
H12A H 0.380916 0.037723 0.357089 0.053 Uiso 1 1 calc R . . . .
N2B N 0.2770(5) 0.3216(3) 0.9640(3) 0.0704(14) Uani 1 1 d . . . . .
C6A' C 0.3245(5) 0.1011(3) 0.6795(3) 0.0423(13) Uani 1 1 d . . . . .
C7A' C 0.3432(5) 0.1118(3) 0.5998(3) 0.0449(13) Uani 1 1 d . . . . .
H7A' H 0.272774 0.106502 0.581062 0.054 Uiso 1 1 calc R . . . .
C8A' C 0.4492(4) 0.1304(3) 0.4740(3) 0.0382(13) Uani 1 1 d . . . . .
C8A C 0.8245(5) 0.1442(3) 0.6765(3) 0.0431(13) Uani 1 1 d . . . . .
C7B' C 0.8017(5) 0.4123(3) 0.5180(3) 0.0535(15) Uani 1 1 d . . . . .
H7B' H 0.872317 0.424871 0.479982 0.064 Uiso 1 1 calc R . . . .
C1A' C 0.4271(5) 0.0990(3) 0.7160(3) 0.0440(13) Uani 1 1 d . . . . .
C1A C 0.8333(5) 0.0865(3) 0.4545(3) 0.0428(13) Uani 1 1 d . . . . .
C6A C 0.9382(5) 0.1055(3) 0.4778(3) 0.0438(13) Uani 1 1 d . . . . .
C13B C 0.7580(5) 0.3119(3) 0.3938(3) 0.0610(16) Uani 1 1 d . . . . .
H13B H 0.787237 0.266675 0.423156 0.073 Uiso 1 1 calc R . . . .
C10A C 0.5068(5) 0.1890(3) 0.3477(3) 0.0524(15) Uani 1 1 d . . . . .
H10A H 0.541404 0.227764 0.313815 0.063 Uiso 1 1 calc R . . . .
C7A C 0.9235(5) 0.1202(3) 0.5532(3) 0.0505(14) Uani 1 1 d . . . . .
H7A H 1.000133 0.126092 0.565582 0.061 Uiso 1 1 calc R . . . .
N3B N 0.1791(5) 0.3704(3) 0.9926(3) 0.0736(15) Uani 1 1 d . . . . .
C9A' C 0.5015(5) 0.1869(3) 0.4227(3) 0.0483(14) Uani 1 1 d . . . . .
H9A' H 0.533647 0.224038 0.438927 0.058 Uiso 1 1 calc R . . . .
C11A C 0.4608(5) 0.1336(3) 0.3230(3) 0.0455(14) Uani 1 1 d . . . . .
C9A C 0.7947(5) 0.0934(3) 0.7399(3) 0.0531(15) Uani 1 1 d . . . . .
H9A H 0.766742 0.048357 0.736874 0.064 Uiso 1 1 calc R . . . .
C11B C 0.2922(6) 0.3240(3) 0.8845(3) 0.0602(16) Uani 1 1 d . . . . .
C1 C 0.8424(5) 0.1781(3) 0.8121(3) 0.0538(15) Uani 1 1 d . . . . .
C6B' C 0.8017(6) 0.4241(3) 0.5926(3) 0.0509(15) Uani 1 1 d . . . . .
C5A' C 0.1992(5) 0.0897(3) 0.7236(3) 0.0591(16) Uani 1 1 d . . . . .
H5A' H 0.130976 0.090182 0.700297 0.071 Uiso 1 1 calc R . . . .
C7B C 0.2669(6) 0.3134(3) 0.6258(3) 0.0619(16) Uani 1 1 d . . . . .
H7B H 0.196931 0.294962 0.659961 0.074 Uiso 1 1 calc R . . . .
C6B C 0.2615(6) 0.3239(3) 0.5482(4) 0.0614(16) Uani 1 1 d . . . . .
C14A C 0.4116(6) 0.1062(3) 0.1480(3) 0.0516(15) Uani 1 1 d . . . . .
C9B C 0.4366(6) 0.2884(3) 0.7679(3) 0.0621(16) Uani 1 1 d . . . . .
H9B H 0.519850 0.265026 0.741136 0.075 Uiso 1 1 calc R . . . .
C1B C 0.3439(6) 0.3654(3) 0.4933(3) 0.0537(15) Uani 1 1 d . . . . .
C2 C 0.8560(5) 0.2142(3) 0.6816(3) 0.0587(16) Uani 1 1 d . . . . .
H2 H 0.870927 0.249794 0.639448 0.070 Uiso 1 1 calc R . . . .
C2A C 0.8557(5) 0.0719(3) 0.3803(3) 0.0561(15) Uani 1 1 d . . . . .
H2A H 0.788500 0.058490 0.364242 0.067 Uiso 1 1 calc R . . . .
C8B' C 0.7238(5) 0.3826(3) 0.4218(3) 0.0525(15) Uani 1 1 d . . . . .
C3 C 0.8651(5) 0.2310(3) 0.7501(3) 0.0647(17) Uani 1 1 d . . . . .
H3 H 0.886543 0.277863 0.753941 0.078 Uiso 1 1 calc R . . . .
C1B' C 0.6920(6) 0.4174(3) 0.6531(3) 0.0591(16) Uani 1 1 d . . . . .
C5A C 1.0579(5) 0.1090(3) 0.4262(3) 0.0658(17) Uani 1 1 d . . . . .
H5A H 1.127807 0.120106 0.441678 0.079 Uiso 1 1 calc R . . . .
C4 C 0.8062(5) 0.1091(3) 0.8075(3) 0.0582(16) Uani 1 1 d . . . . .
H4 H 0.789929 0.073715 0.849728 0.070 Uiso 1 1 calc R . . . .
C2A' C 0.4002(5) 0.0860(3) 0.7940(3) 0.0606(16) Uani 1 1 d . . . . .
H2A' H 0.467391 0.083889 0.818532 0.073 Uiso 1 1 calc R . . . .
C3A' C 0.2760(6) 0.0762(3) 0.8347(3) 0.0684(18) Uani 1 1 d . . . . .
H3A' H 0.259362 0.068351 0.886508 0.082 Uiso 1 1 calc R . . . .
N2B' N 0.6864(5) 0.3572(3) 0.2055(3) 0.0914(19) Uani 1 1 d . U . A 1
C10B C 0.4136(6) 0.2876(3) 0.8442(3) 0.0642(17) Uani 1 1 d . . . . .
H10B H 0.480755 0.262115 0.868723 0.077 Uiso 1 1 calc R . . . .
C12B C 0.7491(6) 0.3078(4) 0.3226(3) 0.0688(18) Uani 1 1 d . . . . .
H12B H 0.772074 0.259761 0.303903 0.083 Uiso 1 1 calc R . . . .
C3A C 0.9745(6) 0.0770(3) 0.3313(3) 0.0668(17) Uani 1 1 d . . . . .
H3A H 0.986937 0.066967 0.282272 0.080 Uiso 1 1 calc R . . . .
N3B' N 0.6801(5) 0.4174(3) 0.1668(4) 0.0931(19) Uani 1 1 d . U . A 1
C8B C 0.3367(6) 0.3238(3) 0.7312(3) 0.0550(15) Uani 1 1 d . . . . .
C4A' C 0.1757(6) 0.0779(3) 0.7992(3) 0.0704(18) Uani 1 1 d . . . . .
H4A' H 0.091875 0.070986 0.827146 0.084 Uiso 1 1 calc R . . . .
C5 C 0.7074(6) 0.3730(5) 0.2794(3) 0.0712(19) Uani 1 1 d . . . . .
C19B C 0.0529(6) 0.4223(4) 1.1042(4) 0.0706(18) Uani 1 1 d . . . . .
H19B H 0.007559 0.460557 1.074204 0.085 Uiso 1 1 calc R . . . .
C14B C 0.1578(6) 0.3664(4) 1.0722(3) 0.0624(16) Uani 1 1 d . . . . .
C4A C 1.0769(6) 0.0967(4) 0.3532(3) 0.0737(19) Uani 1 1 d . . . . .
H4A H 1.156729 0.101528 0.319081 0.088 Uiso 1 1 calc R . . . .
C6 C 0.8975(5) 0.1604(4) 0.9958(3) 0.0647(17) Uani 1 1 d . . . . .
C5B' C 0.9131(6) 0.4481(3) 0.6033(4) 0.0696(18) Uani 1 1 d . . . . .
H5B' H 0.985692 0.452265 0.563327 0.083 Uiso 1 1 calc R . . . .
C18B C 0.0155(6) 0.4214(4) 1.1806(4) 0.0762(19) Uani 1 1 d . . . . .
H18B H -0.054715 0.459430 1.202084 0.091 Uiso 1 1 calc R . . . .
C15A C 0.5228(6) 0.1214(4) 0.0960(3) 0.0743(19) Uani 1 1 d . . . . .
H15A H 0.594162 0.131202 0.111053 0.089 Uiso 1 1 calc R . . . .
C5B C 0.1654(6) 0.2929(4) 0.5283(4) 0.081(2) Uani 1 1 d . . . . .
H5B H 0.110823 0.264885 0.564658 0.097 Uiso 1 1 calc R . . . .
C2B C 0.3250(7) 0.3770(3) 0.4203(4) 0.078(2) Uani 1 1 d . . . . .
H2B H 0.375944 0.406773 0.383579 0.094 Uiso 1 1 calc R . . . .
C19A C 0.3074(6) 0.0908(3) 0.1262(3) 0.0720(18) Uani 1 1 d . . . . .
H19A H 0.233071 0.079091 0.161717 0.086 Uiso 1 1 calc R . . . .
C4B' C 0.9151(7) 0.4651(4) 0.6708(4) 0.082(2) Uani 1 1 d . . . . .
H4B' H 0.990201 0.479496 0.677172 0.098 Uiso 1 1 calc R . . . .
C9B' C 0.6854(6) 0.4490(4) 0.3776(3) 0.0741(18) Uani 1 1 d . . . . .
H9B' H 0.665264 0.497127 0.395888 0.089 Uiso 1 1 calc R . . . .
C3B' C 0.8071(8) 0.4612(4) 0.7305(4) 0.086(2) Uani 1 1 d . . . . .
H3B' H 0.808537 0.474949 0.776235 0.103 Uiso 1 1 calc R . . . .
C7 C 0.6761(6) 0.4451(4) 0.3052(4) 0.082(2) Uani 1 1 d . . . . .
H7 H 0.649409 0.490187 0.274909 0.099 Uiso 1 1 calc R . . . .
C2B' C 0.6971(7) 0.4371(3) 0.7224(3) 0.0764(19) Uani 1 1 d . . . . .
H2B' H 0.625509 0.433880 0.763144 0.092 Uiso 1 1 calc R . . . .
C17B C 0.0808(7) 0.3652(5) 1.2248(4) 0.085(2) Uani 1 1 d . . . . .
H17B H 0.054361 0.364516 1.276405 0.101 Uiso 1 1 calc R . . . .
C15B C 0.2240(6) 0.3106(4) 1.1171(4) 0.085(2) Uani 1 1 d . . . . .
H15B H 0.295607 0.273222 1.095807 0.102 Uiso 1 1 calc R . . . .
C4B C 0.1519(7) 0.3037(4) 0.4556(5) 0.095(2) Uani 1 1 d . . . . .
H4B H 0.088764 0.283113 0.442674 0.114 Uiso 1 1 calc R . . . .
C8 C 0.1912(6) 0.3581(4) 0.8484(3) 0.081(2) Uani 1 1 d . . . . .
H8 H 0.108061 0.381071 0.875584 0.097 Uiso 1 1 calc R . . . .
C9 C 0.2119(6) 0.3585(4) 0.7725(3) 0.082(2) Uani 1 1 d . . . . .
H9 H 0.143081 0.381886 0.748622 0.098 Uiso 1 1 calc R . . . .
C10 C 0.8955(7) 0.1029(4) 1.0526(4) 0.091(2) Uani 1 1 d . . . . .
H10 H 0.883359 0.054552 1.045927 0.109 Uiso 1 1 calc R . . . .
C11 C 0.9195(6) 0.2315(4) 1.0042(4) 0.091(2) Uani 1 1 d . . . . .
H11 H 0.923065 0.271340 0.965023 0.110 Uiso 1 1 calc R . . . .
C17A C 0.9357(7) 0.1833(5) 1.1295(4) 0.100(3) Uani 1 1 d . . . . .
H17A H 0.952293 0.190456 1.174327 0.120 Uiso 1 1 calc R . . . .
C3B C 0.2335(8) 0.3455(4) 0.4021(5) 0.093(2) Uani 1 1 d . . . . .
H3B H 0.225696 0.352268 0.352833 0.112 Uiso 1 1 calc R . . . .
C16A C 0.5284(7) 0.1222(4) 0.0216(4) 0.094(2) Uani 1 1 d . . . . .
H16A H 0.604017 0.132378 -0.013729 0.113 Uiso 1 1 calc R . . . .
C18A C 0.3129(7) 0.0927(4) 0.0511(4) 0.093(2) Uani 1 1 d . . . . .
H18A H 0.241117 0.083465 0.035976 0.112 Uiso 1 1 calc R . . . .
C12 C 0.6532(7) 0.4016(6) 0.0944(4) 0.097(3) Uani 1 1 d . . . . .
C13 C 0.4236(8) 0.1080(4) -0.0010(4) 0.100(3) Uani 1 1 d . . . . .
H13 H 0.427829 0.108763 -0.051476 0.120 Uiso 1 1 calc R . . . .
C14 C 0.9362(7) 0.2418(5) 1.0733(5) 0.102(2) Uani 1 1 d . . . . .
H14 H 0.947859 0.289965 1.080853 0.123 Uiso 1 1 calc R . . . .
C16B C 0.1851(8) 0.3096(4) 1.1936(4) 0.100(2) Uani 1 1 d . . . . .
H16B H 0.229674 0.271264 1.223977 0.120 Uiso 1 1 calc R . . . .
C15 C 0.9114(8) 0.1152(5) 1.1209(4) 0.118(3) Uani 1 1 d . . . . .
H15 H 0.905127 0.076109 1.160666 0.141 Uiso 1 1 calc R . . . .
C16 C 0.5976(7) 0.3426(5) 0.0842(4) 0.108(3) Uani 1 1 d . . . . .
H16 H 0.572641 0.306155 0.124057 0.130 Uiso 1 1 calc R . . . .
C17 C 0.6757(9) 0.4473(5) -0.0326(4) 0.136(3) Uani 1 1 d . . . . .
H17 H 0.704047 0.482408 -0.072985 0.163 Uiso 1 1 calc R . . . .
C18 C 0.6932(8) 0.4543(5) 0.0360(5) 0.123(3) Uani 1 1 d . . . . .
H18 H 0.731496 0.493976 0.042626 0.148 Uiso 1 1 calc R . . . .
C19 C 0.6186(9) 0.3910(6) -0.0435(4) 0.122(3) Uani 1 1 d . . . . .
H19 H 0.606297 0.388480 -0.090622 0.147 Uiso 1 1 calc R . . . .
C1C C 0.5787(7) 0.3376(5) 0.0147(5) 0.117(3) Uani 1 1 d . . . . .
H1C H 0.539449 0.298524 0.007615 0.140 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
Fe1A O1A 1.907(3) . ?
Fe1A O1A' 1.886(3) . ?
Fe1A O005 1.774(3) . ?
Fe1A N1A' 2.147(4) . ?
Fe1A N1A 2.152(4) . ?
Fe1B O005 1.775(3) . ?
Fe1B O1B 1.899(3) . ?
Fe1B O1B' 1.901(3) . ?
Fe1B N1B' 2.143(4) . ?
Fe1B N1B 2.184(4) . ?
O1A C1A 1.317(5) . ?
O1A' C1A' 1.323(5) . ?
O1B C1B 1.327(6) . ?
O1B' C1B' 1.320(6) . ?
N1A' C7A' 1.289(5) . ?
N1A' C8A' 1.433(5) . ?
N1B' C7B' 1.287(5) . ?
N1B' C8B' 1.432(6) . ?
N1A C8A 1.437(6) . ?
N1A C7A 1.293(5) . ?
N1B C7B 1.290(6) . ?
N1B C8B 1.421(6) . ?
N2A' N3A' 1.248(5) . ?
N2A' C11A 1.426(6) . ?
N3A' C14A 1.438(6) . ?
N3A N2A 1.240(5) . ?
N3A C6 1.445(6) . ?
N2A C1 1.444(6) . ?
C13A H13A 0.9300 . ?
C13A C12A 1.378(6) . ?
C13A C8A' 1.390(6) . ?
C12A H12A 0.9300 . ?
C12A C11A 1.383(6) . ?
N2B N3B 1.244(5) . ?
N2B C11B 1.443(6) . ?
C6A' C7A' 1.435(6) . ?
C6A' C1A' 1.412(6) . ?
C6A' C5A' 1.408(6) . ?
C7A' H7A' 0.9300 . ?
C8A' C9A' 1.380(6) . ?
C8A C9A 1.380(6) . ?
C8A C2 1.383(6) . ?
C7B' H7B' 0.9300 . ?
C7B' C6B' 1.440(7) . ?
C1A' C2A' 1.401(6) . ?
C1A C6A 1.415(6) . ?
C1A C2A 1.400(6) . ?
C6A C7A 1.434(6) . ?
C6A C5A 1.388(6) . ?
C13B H13B 0.9300 . ?
C13B C8B' 1.373(7) . ?
C13B C12B 1.370(7) . ?
C10A H10A 0.9300 . ?
C10A C9A' 1.381(6) . ?
C10A C11A 1.381(6) . ?
C7A H7A 0.9300 . ?
N3B C14B 1.435(7) . ?
C9A' H9A' 0.9300 . ?
C9A H9A 0.9300 . ?
C9A C4 1.375(6) . ?
C11B C10B 1.379(7) . ?
C11B C8 1.375(7) . ?
C1 C3 1.373(7) . ?
C1 C4 1.389(7) . ?
C6B' C1B' 1.408(7) . ?
C6B' C5B' 1.411(7) . ?
C5A' H5A' 0.9300 . ?
C5A' C4A' 1.359(6) . ?
C7B H7B 0.9300 . ?
C7B C6B 1.443(7) . ?
C6B C1B 1.396(7) . ?
C6B C5B 1.414(7) . ?
C14A C15A 1.369(7) . ?
C14A C19A 1.365(6) . ?
C9B H9B 0.9300 . ?
C9B C10B 1.379(7) . ?
C9B C8B 1.377(6) . ?
C1B C2B 1.402(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(7) . ?
C2A H2A 0.9300 . ?
C2A C3A 1.363(6) . ?
C8B' C9B' 1.365(7) . ?
C3 H3 0.9300 . ?
C1B' C2B' 1.410(7) . ?
C5A H5A 0.9300 . ?
C5A C4A 1.371(7) . ?
C4 H4 0.9300 . ?
C2A' H2A' 0.9300 . ?
C2A' C3A' 1.372(6) . ?
C3A' H3A' 0.9300 . ?
C3A' C4A' 1.379(6) . ?
N2B' N3B' 1.184(6) . ?
N2B' C5 1.531(7) . ?
C10B H10B 0.9300 . ?
C12B H12B 0.9300 . ?
C12B C5 1.348(7) . ?
C3A H3A 0.9300 . ?
C3A C4A 1.384(7) . ?
N3B' C12 1.532(8) . ?
C8B C9 1.401(7) . ?
C4A' H4A' 0.9300 . ?
C5 C7 1.378(8) . ?
C19B H19B 0.9300 . ?
C19B C14B 1.379(7) . ?
C19B C18B 1.375(7) . ?
C14B C15B 1.369(7) . ?
C4A H4A 0.9300 . ?
C6 C10 1.345(7) . ?
C6 C11 1.377(8) . ?
C5B' H5B' 0.9300 . ?
C5B' C4B' 1.348(7) . ?
C18B H18B 0.9300 . ?
C18B C17B 1.360(7) . ?
C15A H15A 0.9300 . ?
C15A C16A 1.371(7) . ?
C5B H5B 0.9300 . ?
C5B C4B 1.378(8) . ?
C2B H2B 0.9300 . ?
C2B C3B 1.359(8) . ?
C19A H19A 0.9300 . ?
C19A C18A 1.383(7) . ?
C4B' H4B' 0.9300 . ?
C4B' C3B' 1.381(8) . ?
C9B' H9B' 0.9300 . ?
C9B' C7 1.393(7) . ?
C3B' H3B' 0.9300 . ?
C3B' C2B' 1.380(7) . ?
C7 H7 0.9300 . ?
C2B' H2B' 0.9300 . ?
C17B H17B 0.9300 . ?
C17B C16B 1.368(8) . ?
C15B H15B 0.9300 . ?
C15B C16B 1.379(8) . ?
C4B H4B 0.9300 . ?
C4B C3B 1.381(9) . ?
C8 H8 0.9300 . ?
C8 C9 1.374(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C10 C15 1.384(8) . ?
C11 H11 0.9300 . ?
C11 C14 1.390(8) . ?
C17A H17A 0.9300 . ?
C17A C14 1.350(8) . ?
C17A C15 1.337(9) . ?
C3B H3B 0.9300 . ?
C16A H16A 0.9300 . ?
C16A C13 1.370(8) . ?
C18A H18A 0.9300 . ?
C18A C13 1.367(8) . ?
C12 C16 1.375(9) . ?
C12 C18 1.363(9) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C16B H16B 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16 C1C 1.380(8) . ?
C17 H17 0.9300 . ?
C17 C18 1.369(9) . ?
C17 C19 1.349(9) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C19 C1C 1.369(9) . ?
C1C H1C 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1A Fe1A N1A' 84.44(14) . . ?
O1A Fe1A N1A 85.17(14) . . ?
O1A' Fe1A O1A 127.61(15) . . ?
O1A' Fe1A N1A' 87.45(14) . . ?
O1A' Fe1A N1A 90.59(15) . . ?
O005 Fe1A O1A 117.99(15) . . ?
O005 Fe1A O1A' 114.34(15) . . ?
O005 Fe1A N1A' 101.90(14) . . ?
O005 Fe1A N1A 92.26(14) . . ?
N1A' Fe1A N1A 165.21(15) . . ?
O005 Fe1B O1B 111.92(15) . . ?
O005 Fe1B O1B' 123.02(15) . . ?
O005 Fe1B N1B' 95.51(15) . . ?
O005 Fe1B N1B 94.92(15) . . ?
O1B Fe1B O1B' 125.05(16) . . ?
O1B Fe1B N1B' 89.49(16) . . ?
O1B Fe1B N1B 85.22(16) . . ?
O1B' Fe1B N1B' 85.91(16) . . ?
O1B' Fe1B N1B 89.68(17) . . ?
N1B' Fe1B N1B 169.47(16) . . ?
C1A O1A Fe1A 127.7(3) . . ?
C1A' O1A' Fe1A 133.9(3) . . ?
Fe1A O005 Fe1B 158.7(2) . . ?
C1B O1B Fe1B 123.7(3) . . ?
C1B' O1B' Fe1B 133.8(4) . . ?
C7A' N1A' Fe1A 123.9(3) . . ?
C7A' N1A' C8A' 117.8(4) . . ?
C8A' N1A' Fe1A 118.1(3) . . ?
C7B' N1B' Fe1B 125.7(4) . . ?
C7B' N1B' C8B' 118.3(5) . . ?
C8B' N1B' Fe1B 116.0(3) . . ?
C8A N1A Fe1A 119.8(3) . . ?
C7A N1A Fe1A 120.4(3) . . ?
C7A N1A C8A 117.3(4) . . ?
C7B N1B Fe1B 118.4(4) . . ?
C7B N1B C8B 117.4(5) . . ?
C8B N1B Fe1B 124.0(4) . . ?
N3A' N2A' C11A 113.7(4) . . ?
N2A' N3A' C14A 114.4(4) . . ?
N2A N3A C6 114.3(5) . . ?
N3A N2A C1 113.1(5) . . ?
C12A C13A H13A 119.6 . . ?
C12A C13A C8A' 120.8(5) . . ?
C8A' C13A H13A 119.6 . . ?
C13A C12A H12A 120.0 . . ?
C13A C12A C11A 119.9(5) . . ?
C11A C12A H12A 120.0 . . ?
N3B N2B C11B 112.6(5) . . ?
C1A' C6A' C7A' 123.0(4) . . ?
C5A' C6A' C7A' 118.7(5) . . ?
C5A' C6A' C1A' 118.3(5) . . ?
N1A' C7A' C6A' 127.0(5) . . ?
N1A' C7A' H7A' 116.5 . . ?
C6A' C7A' H7A' 116.5 . . ?
C13A C8A' N1A' 121.2(5) . . ?
C9A' C8A' N1A' 120.0(4) . . ?
C9A' C8A' C13A 118.6(5) . . ?
C9A C8A N1A 119.8(5) . . ?
C9A C8A C2 120.1(5) . . ?
C2 C8A N1A 120.0(5) . . ?
N1B' C7B' H7B' 117.1 . . ?
N1B' C7B' C6B' 125.7(5) . . ?
C6B' C7B' H7B' 117.1 . . ?
O1A' C1A' C6A' 122.6(4) . . ?
O1A' C1A' C2A' 118.5(5) . . ?
C2A' C1A' C6A' 118.9(5) . . ?
O1A C1A C6A 122.5(5) . . ?
O1A C1A C2A 119.3(5) . . ?
C2A C1A C6A 118.3(5) . . ?
C1A C6A C7A 121.6(5) . . ?
C5A C6A C1A 118.7(5) . . ?
C5A C6A C7A 119.7(5) . . ?
C8B' C13B H13B 120.0 . . ?
C12B C13B H13B 120.0 . . ?
C12B C13B C8B' 120.0(6) . . ?
C9A' C10A H10A 120.0 . . ?
C9A' C10A C11A 120.1(5) . . ?
C11A C10A H10A 120.0 . . ?
N1A C7A C6A 127.4(5) . . ?
N1A C7A H7A 116.3 . . ?
C6A C7A H7A 116.3 . . ?
N2B N3B C14B 113.6(5) . . ?
C8A' C9A' C10A 120.8(5) . . ?
C8A' C9A' H9A' 119.6 . . ?
C10A C9A' H9A' 119.6 . . ?
C12A C11A N2A' 123.8(5) . . ?
C10A C11A N2A' 116.5(5) . . ?
C10A C11A C12A 119.7(5) . . ?
C8A C9A H9A 119.9 . . ?
C4 C9A C8A 120.2(5) . . ?
C4 C9A H9A 119.9 . . ?
C10B C11B N2B 117.3(6) . . ?
C8 C11B N2B 123.4(5) . . ?
C8 C11B C10B 119.2(5) . . ?
C3 C1 N2A 115.4(5) . . ?
C3 C1 C4 120.6(5) . . ?
C4 C1 N2A 124.0(5) . . ?
C1B' C6B' C7B' 122.3(5) . . ?
C1B' C6B' C5B' 119.7(5) . . ?
C5B' C6B' C7B' 117.8(6) . . ?
C6A' C5A' H5A' 119.2 . . ?
C4A' C5A' C6A' 121.5(5) . . ?
C4A' C5A' H5A' 119.2 . . ?
N1B C7B H7B 116.8 . . ?
N1B C7B C6B 126.3(6) . . ?
C6B C7B H7B 116.8 . . ?
C1B C6B C7B 122.6(6) . . ?
C1B C6B C5B 119.4(6) . . ?
C5B C6B C7B 118.0(6) . . ?
C15A C14A N3A' 123.2(5) . . ?
C19A C14A N3A' 116.5(5) . . ?
C19A C14A C15A 120.3(5) . . ?
C10B C9B H9B 119.9 . . ?
C8B C9B H9B 119.9 . . ?
C8B C9B C10B 120.2(5) . . ?
O1B C1B C6B 122.6(5) . . ?
O1B C1B C2B 118.9(6) . . ?
C6B C1B C2B 118.4(6) . . ?
C8A C2 H2 120.1 . . ?
C8A C2 C3 119.7(5) . . ?
C3 C2 H2 120.1 . . ?
C1A C2A H2A 119.5 . . ?
C3A C2A C1A 121.1(5) . . ?
C3A C2A H2A 119.5 . . ?
C13B C8B' N1B' 120.1(5) . . ?
C9B' C8B' N1B' 119.8(5) . . ?
C9B' C8B' C13B 119.7(5) . . ?
C1 C3 C2 119.7(5) . . ?
C1 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
O1B' C1B' C6B' 123.3(5) . . ?
O1B' C1B' C2B' 118.9(6) . . ?
C6B' C1B' C2B' 117.8(6) . . ?
C6A C5A H5A 118.9 . . ?
C4A C5A C6A 122.3(5) . . ?
C4A C5A H5A 118.9 . . ?
C9A C4 C1 119.5(5) . . ?
C9A C4 H4 120.2 . . ?
C1 C4 H4 120.2 . . ?
C1A' C2A' H2A' 119.6 . . ?
C3A' C2A' C1A' 120.8(5) . . ?
C3A' C2A' H2A' 119.6 . . ?
C2A' C3A' H3A' 119.8 . . ?
C2A' C3A' C4A' 120.4(5) . . ?
C4A' C3A' H3A' 119.8 . . ?
N3B' N2B' C5 106.5(6) . . ?
C11B C10B H10B 119.6 . . ?
C9B C10B C11B 120.8(5) . . ?
C9B C10B H10B 119.6 . . ?
C13B C12B H12B 119.7 . . ?
C5 C12B C13B 120.5(6) . . ?
C5 C12B H12B 119.7 . . ?
C2A C3A H3A 119.4 . . ?
C2A C3A C4A 121.1(5) . . ?
C4A C3A H3A 119.4 . . ?
N2B' N3B' C12 105.9(7) . . ?
C9B C8B N1B 121.1(5) . . ?
C9B C8B C9 119.0(5) . . ?
C9 C8B N1B 119.9(5) . . ?
C5A' C4A' C3A' 120.1(5) . . ?
C5A' C4A' H4A' 120.0 . . ?
C3A' C4A' H4A' 120.0 . . ?
C12B C5 N2B' 113.8(6) . . ?
C12B C5 C7 120.9(6) . . ?
C7 C5 N2B' 125.1(7) . . ?
C14B C19B H19B 120.0 . . ?
C18B C19B H19B 120.0 . . ?
C18B C19B C14B 120.0(6) . . ?
C19B C14B N3B 114.1(6) . . ?
C15B C14B N3B 126.3(6) . . ?
C15B C14B C19B 119.4(6) . . ?
C5A C4A C3A 118.5(5) . . ?
C5A C4A H4A 120.7 . . ?
C3A C4A H4A 120.7 . . ?
C10 C6 N3A 115.8(6) . . ?
C10 C6 C11 120.3(6) . . ?
C11 C6 N3A 123.9(6) . . ?
C6B' C5B' H5B' 119.7 . . ?
C4B' C5B' C6B' 120.7(6) . . ?
C4B' C5B' H5B' 119.7 . . ?
C19B C18B H18B 119.9 . . ?
C17B C18B C19B 120.2(6) . . ?
C17B C18B H18B 119.9 . . ?
C14A C15A H15A 120.2 . . ?
C14A C15A C16A 119.7(6) . . ?
C16A C15A H15A 120.2 . . ?
C6B C5B H5B 119.7 . . ?
C4B C5B C6B 120.7(7) . . ?
C4B C5B H5B 119.7 . . ?
C1B C2B H2B 119.4 . . ?
C3B C2B C1B 121.2(7) . . ?
C3B C2B H2B 119.4 . . ?
C14A C19A H19A 120.1 . . ?
C14A C19A C18A 119.8(6) . . ?
C18A C19A H19A 120.1 . . ?
C5B' C4B' H4B' 119.6 . . ?
C5B' C4B' C3B' 120.8(6) . . ?
C3B' C4B' H4B' 119.6 . . ?
C8B' C9B' H9B' 119.8 . . ?
C8B' C9B' C7 120.5(6) . . ?
C7 C9B' H9B' 119.8 . . ?
C4B' C3B' H3B' 119.9 . . ?
C2B' C3B' C4B' 120.2(6) . . ?
C2B' C3B' H3B' 119.9 . . ?
C5 C7 C9B' 118.4(6) . . ?
C5 C7 H7 120.8 . . ?
C9B' C7 H7 120.8 . . ?
C1B' C2B' H2B' 119.6 . . ?
C3B' C2B' C1B' 120.8(6) . . ?
C3B' C2B' H2B' 119.6 . . ?
C18B C17B H17B 119.9 . . ?
C18B C17B C16B 120.3(6) . . ?
C16B C17B H17B 119.9 . . ?
C14B C15B H15B 119.8 . . ?
C14B C15B C16B 120.3(6) . . ?
C16B C15B H15B 119.8 . . ?
C5B C4B H4B 120.4 . . ?
C5B C4B C3B 119.1(7) . . ?
C3B C4B H4B 120.4 . . ?
C11B C8 H8 119.7 . . ?
C9 C8 C11B 120.7(6) . . ?
C9 C8 H8 119.7 . . ?
C8B C9 H9 120.0 . . ?
C8 C9 C8B 120.1(6) . . ?
C8 C9 H9 120.0 . . ?
C6 C10 H10 119.7 . . ?
C6 C10 C15 120.5(7) . . ?
C15 C10 H10 119.7 . . ?
C6 C11 H11 121.1 . . ?
C6 C11 C14 117.8(7) . . ?
C14 C11 H11 121.1 . . ?
C14 C17A H17A 120.0 . . ?
C15 C17A H17A 120.0 . . ?
C15 C17A C14 120.0(7) . . ?
C2B C3B C4B 121.2(7) . . ?
C2B C3B H3B 119.4 . . ?
C4B C3B H3B 119.4 . . ?
C15A C16A H16A 119.7 . . ?
C13 C16A C15A 120.5(6) . . ?
C13 C16A H16A 119.7 . . ?
C19A C18A H18A 120.0 . . ?
C13 C18A C19A 120.0(6) . . ?
C13 C18A H18A 120.0 . . ?
C16 C12 N3B' 127.7(8) . . ?
C18 C12 N3B' 111.7(8) . . ?
C18 C12 C16 120.6(7) . . ?
C16A C13 H13 120.1 . . ?
C18A C13 C16A 119.7(6) . . ?
C18A C13 H13 120.1 . . ?
C11 C14 H14 119.3 . . ?
C17A C14 C11 121.4(7) . . ?
C17A C14 H14 119.3 . . ?
C17B C16B C15B 119.8(6) . . ?
C17B C16B H16B 120.1 . . ?
C15B C16B H16B 120.1 . . ?
C10 C15 H15 120.0 . . ?
C17A C15 C10 119.9(7) . . ?
C17A C15 H15 120.0 . . ?
C12 C16 H16 120.0 . . ?
C12 C16 C1C 120.1(8) . . ?
C1C C16 H16 120.0 . . ?
C18 C17 H17 119.0 . . ?
C19 C17 H17 119.0 . . ?
C19 C17 C18 122.1(8) . . ?
C12 C18 C17 118.3(8) . . ?
C12 C18 H18 120.8 . . ?
C17 C18 H18 120.8 . . ?
C17 C19 H19 120.0 . . ?
C17 C19 C1C 120.0(8) . . ?
C1C C19 H19 120.0 . . ?
C16 C1C H1C 120.5 . . ?
C19 C1C C16 119.0(8) . . ?
C19 C1C H1C 120.5 . . ?


_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 1.039
_oxdiff_exptl_absorpt_empirical_full_min 0.963



_publcif_funding_html            
;
;
