# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_1Gd
_database_code_depnum_ccdc_archive 'CCDC 1452416'
_audit_update_record             
;
2016-02-09 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;
_audit_creation_date             2016-01-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C62 H58 Gd2 N8 O20 Zn2'
_chemical_formula_sum            'C62 H58 Gd2 N8 O20 Zn2'
_chemical_formula_weight         1680.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         Zn2Gd2C60H80N8022
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -8.8380 11.9157 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   13.8176(6)
_cell_length_b                   14.3073(6)
_cell_length_c                   16.9982(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.502(4)
_cell_angle_gamma                90
_cell_volume                     3344.9(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6766
_cell_measurement_temperature    173
_cell_measurement_theta_max      60.9420
_cell_measurement_theta_min      4.4360
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    14.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1668
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0753
_diffrn_reflns_av_unetI/netI     0.0612
_diffrn_reflns_Laue_measured_fraction_full 0.958
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18009
_diffrn_reflns_point_group_measured_fraction_full 0.958
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         61.102
_diffrn_reflns_theta_min         4.459
_diffrn_ambient_temperature      173
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1033
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     29.00  95.00   1.00    1.00    --   36.75  57.00 -30.00   66
  2  ω     80.00 106.00   1.00    2.00    --   86.50  61.00-120.00   26
  3  ω    110.00 138.00   1.00    2.00    --   86.50  61.00-120.00   28
  4  ω    106.00 155.00   1.00    2.00    --   86.50  30.00-180.00   49
  5  ω     91.00 122.00   1.00    2.00    --   86.50  61.00-150.00   31
  6  ω     69.00 144.00   1.00    2.00    --   86.50  45.00-150.00   75
  7  ω     70.00 105.00   1.00    2.00    --   86.50 -61.00   0.00   35
  8  ω     51.00  77.00   1.00    2.00    --   86.50 -61.00 -90.00   26
  9  ω     52.00  84.00   1.00    2.00    --   86.50 -95.00-120.00   32
 10  ω     49.00  90.00   1.00    2.00    --   86.50-111.00-150.00   41
 11  ω     27.00  59.00   1.00    2.00    --   86.50 -95.00 -90.00   32
 12  ω     22.00  48.00   1.00    2.00    --   86.50 -61.00 -90.00   26
 13  ω     26.00  53.00   1.00    2.00    --   86.50 -30.00-120.00   27
 14  ω     25.00  51.00   1.00    2.00    --   86.50 -61.00   0.00   26
 15  ω     25.00  83.00   1.00    2.00    --   86.50 -95.00   0.00   58
 16  ω     19.00  78.00   1.00    2.00    --   86.50 -77.00 120.00   59
 17  ω     21.00  84.00   1.00    2.00    --   86.50 -95.00  60.00   63
 18  ω     17.00  46.00   1.00    2.00    --   86.50-111.00 -60.00   29
 19  ω    106.00 158.00   1.00    2.00    --   86.50  15.00 150.00   52
 20  ω    104.00 153.00   1.00    2.00    --   86.50  45.00  90.00   49
 21  ω    126.00 151.00   1.00    2.00    --   86.50  61.00  30.00   25
 22  ω     58.00  84.00   1.00    2.00    --   86.50  15.00 150.00   26
 23  ω     35.00  85.00   1.00    1.00    --   36.75 178.00 -30.00   50
 24  ω     41.00 109.00   1.00    1.00    --   36.75 178.00-180.00   68
 25  ω   -108.00 -80.00   1.00    1.00    --  -36.75-178.00 -90.00   28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0808953000
_diffrn_orient_matrix_UB_12      0.0465277000
_diffrn_orient_matrix_UB_13      -0.0552045000
_diffrn_orient_matrix_UB_21      0.0774461000
_diffrn_orient_matrix_UB_22      0.0482465000
_diffrn_orient_matrix_UB_23      -0.0454356000
_diffrn_orient_matrix_UB_31      -0.0003066000
_diffrn_orient_matrix_UB_32      -0.0843900000
_diffrn_orient_matrix_UB_33      -0.0562552000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4512
_reflns_number_total             5079
_reflns_odcompleteness_completeness 85.58
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.735
_refine_diff_density_min         -1.727
_refine_diff_density_rms         0.166
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     428
_refine_ls_number_reflns         5079
_refine_ls_number_restraints     1148
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0541
_refine_ls_restrained_S_all      0.965
_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)+(0.1021P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1392
_refine_ls_wR_factor_ref         0.1485
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C014, Gd01, O007, O005, O003, N00F, O00I, O00D, O00H, N00W, Zn02, C00O, C00K,
 C00G, C00P, C01C, C010, C018, O00N, N004, O00C, O009, C00V, C01A, C00M, C00X,
 C00Z, H01D, C012, H01A, H01B, H01C, C006, C011, C00R, C017, O00A, C00Q, C019,
 C00Y, C00L, H00X, H00Z, C016, H012, C01D, C013, H011, C00U, N00J, H017, C2,
 H00Q, C015, H019, H00Y, H00L, H016, H01E, H013, C00S, H00U, C00T, C8, H2A, H2B,
  H2C, H015, H014, H00S, H00A, H00B, H00C, H8A, H8B, H8C
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C00S \\sim Gd01 \\sim O007 \\sim O005 \\sim O003 \\sim N00F \\sim O00I \\sim
O00D \\sim O00H \\sim N00W \\sim Zn02 \\sim C00O \\sim C00K \\sim C00G \\sim
C00P \\sim C01C \\sim C010 \\sim C018 \\sim O00N \\sim N004 \\sim O00C \\sim
O009 \\sim C00V \\sim C01A \\sim C00M \\sim C00X \\sim C00Z \\sim H01D \\sim
C012 \\sim H01A \\sim H01B \\sim H01C \\sim C006 \\sim C011 \\sim C00R \\sim
C017 \\sim O00A \\sim C00Q \\sim C019 \\sim C00Y \\sim C00L \\sim H00X \\sim
H00Z \\sim C016 \\sim H012 \\sim C01D \\sim C013 \\sim H011 \\sim C00U \\sim
N00J \\sim H017 \\sim C2 \\sim H00Q \\sim C015 \\sim H019 \\sim H00Y \\sim H00L
\\sim H016 \\sim H01E \\sim H013 \\sim C014 \\sim H00U \\sim C00T \\sim C8
\\sim H2A \\sim H2B \\sim H2C \\sim H015 \\sim H014 \\sim H00S \\sim H00A \\sim
H00B \\sim H00C \\sim H8A \\sim H8B \\sim H8C: within 1.7A with sigma of 0.04
and sigma for terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 C00S, Gd01, O007, O005, O003, N00F, O00I, O00D, O00H, N00W, Zn02, C00O, C00K,
 C00G, C00P, C01C, C010, C018, O00N, N004, O00C, O009, C00V, C01A, C00M, C00X,
 C00Z, H01D, C012, H01A, H01B, H01C, C006, C011, C00R, C017, O00A, C00Q, C019,
 C00Y, C00L, H00X, H00Z, C016, H012, C01D, C013, H011, C00U, N00J, H017, C2,
 H00Q, C015, H019, H00Y, H00L, H016, H01E, H013, C014, H00U, C00T, C8, H2A, H2B,
  H2C, H015, H014, H00S, H00A, H00B, H00C, H8A, H8B, H8C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Aromatic/amide H refined with riding coordinates:
 C00L(H00L), C00Q(H00Q), C00S(H00S), C00U(H00U), C00X(H00X), C00Y(H00Y),
 C00Z(H00Z), C011(H011), C012(H012), C013(H013), C014(H014), C015(H015),
 C016(H016), C017(H017), C019(H019), C01C(H01D), C01D(H01E)
5.b Idealised Me refined as rotating group:
 C00T(H00A,H00B,H00C), C018(H01A,H01B,H01C), C2(H2A,H2B,H2C), C8(H8A,H8B,H8C)
;
_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
Gd01 Gd 0.32138(2) 0.36472(2) 0.48976(2) 0.01294(17) Uani 1 1 d . U . . .
Zn02 Zn 0.55480(5) 0.43179(5) 0.56836(4) 0.0119(2) Uani 1 1 d . U . . .
O003 O 0.4806(3) 0.4097(3) 0.4588(2) 0.0129(8) Uani 1 1 d . U . . .
N004 N 0.6003(4) 0.4470(3) 0.6869(3) 0.0144(10) Uani 1 1 d . U . . .
O005 O 0.4153(3) 0.4212(3) 0.6008(2) 0.0156(8) Uani 1 1 d . U . . .
C006 C 0.7026(4) 0.4440(4) 0.6959(4) 0.0151(12) Uani 1 1 d . U . . .
O007 O 0.1754(3) 0.3337(4) 0.4341(3) 0.0252(10) Uani 1 1 d . U . . .
O009 O 0.6054(4) 0.2940(3) 0.5766(3) 0.0312(11) Uani 1 1 d . U . . .
O00A O -0.0136(3) 0.3319(5) 0.4291(3) 0.0418(14) Uani 1 1 d . U . . .
O00C O 0.6951(3) 0.4809(3) 0.5592(2) 0.0163(9) Uani 1 1 d . U . . .
O00D O 0.2287(3) 0.4186(3) 0.6019(3) 0.0200(9) Uani 1 1 d . U . . .
N00F N 0.3464(4) 0.3317(4) 0.3504(3) 0.0152(10) Uani 1 1 d . U . . .
C00G C 0.5142(5) 0.3665(4) 0.3949(4) 0.0113(12) Uani 1 1 d . U . . .
O00H O 0.3038(4) 0.2347(3) 0.5878(3) 0.0347(11) Uani 1 1 d . U . . .
O00I O 0.3891(4) 0.2043(3) 0.4913(3) 0.0334(11) Uani 1 1 d . U . . .
N00J N 0.6868(5) 0.1656(5) 0.5393(4) 0.0312(13) Uani 1 1 d . U . . .
C00K C 0.3836(4) 0.4331(4) 0.6706(4) 0.0143(12) Uani 1 1 d . U . . .
C00L C 0.6454(5) 0.3186(4) 0.3195(4) 0.0193(13) Uani 1 1 d . U . . .
H00L H 0.7131 0.3157 0.3137 0.023 Uiso 1 1 calc R U . . .
C00M C 0.4434(5) 0.4495(5) 0.7410(4) 0.0188(13) Uani 1 1 d . U . . .
O00N O 0.3792(6) 0.1019(4) 0.5861(4) 0.065(2) Uani 1 1 d . U . . .
C00O C 0.1284(5) 0.3270(5) 0.3638(4) 0.0217(13) Uani 1 1 d . U . . .
C00P C 0.4466(4) 0.3264(4) 0.3363(3) 0.0122(11) Uani 1 1 d . U . . .
C00Q C -0.0288(5) 0.3201(6) 0.2843(5) 0.0379(18) Uani 1 1 d . U . . .
H00Q H -0.0979 0.3190 0.2810 0.045 Uiso 1 1 calc R U . . .
C00R C 0.7489(4) 0.4596(4) 0.6267(4) 0.0138(11) Uani 1 1 d . U . . .
C00S C 0.9033(5) 0.4318(6) 0.7036(5) 0.0312(16) Uani 1 1 d . U . . .
H00S H 0.9723 0.4295 0.7063 0.037 Uiso 1 1 calc R U . . .
C00T C 0.7673(7) 0.1776(8) 0.6025(6) 0.052(2) Uani 1 1 d . U . . .
H00A H 0.7648 0.2407 0.6246 0.078 Uiso 1 1 calc GR U . . .
H00B H 0.8296 0.1685 0.5804 0.078 Uiso 1 1 calc GR U . . .
H00C H 0.7608 0.1314 0.6442 0.078 Uiso 1 1 calc GR U . . .
C00U C 0.8499(4) 0.4520(5) 0.6323(4) 0.0215(14) Uani 1 1 d . U . . .
H00U H 0.8828 0.4609 0.5864 0.026 Uiso 1 1 calc R U . . .
C00V C 0.0256(5) 0.3256(5) 0.3569(4) 0.0286(15) Uani 1 1 d . U . . .
N00W N 0.3580(5) 0.1782(4) 0.5560(4) 0.0328(13) Uani 1 1 d . U . . .
C00X C 0.6128(5) 0.3609(4) 0.3859(4) 0.0145(13) Uani 1 1 d . U . . .
H00X H 0.6586 0.3861 0.4255 0.017 Uiso 1 1 calc R U . . .
C00Y C 0.4002(5) 0.4557(6) 0.8125(4) 0.0329(17) Uani 1 1 d . U . . .
H00Y H 0.4402 0.4669 0.8602 0.039 Uiso 1 1 calc R U . . .
C00Z C 0.4802(5) 0.2840(4) 0.2715(4) 0.0195(13) Uani 1 1 d . U . . .
H00Z H 0.4350 0.2565 0.2325 0.023 Uiso 1 1 calc R U . . .
C010 C 0.2810(4) 0.4290(5) 0.6750(4) 0.0193(13) Uani 1 1 d . U . . .
C011 C 0.5487(5) 0.4561(4) 0.7454(4) 0.0172(12) Uani 1 1 d . U . . .
H011 H 0.5822 0.4681 0.7958 0.021 Uiso 1 1 calc R U . . .
C012 C 0.2410(5) 0.4332(6) 0.7455(4) 0.0330(17) Uani 1 1 d . U . . .
H012 H 0.1728 0.4274 0.7474 0.040 Uiso 1 1 calc R U . . .
C013 C 0.7583(5) 0.4213(5) 0.7682(4) 0.0265(15) Uani 1 1 d . U . . .
H013 H 0.7268 0.4105 0.8146 0.032 Uiso 1 1 calc R U . . .
C014 C 0.8571(5) 0.4151(6) 0.7706(5) 0.0340(17) Uani 1 1 d . U . . .
H014 H 0.8942 0.3991 0.8186 0.041 Uiso 1 1 calc R U . . .
C015 C 0.0199(5) 0.3162(7) 0.2160(5) 0.041(2) Uani 1 1 d . U . . .
H015 H -0.0170 0.3123 0.1659 0.049 Uiso 1 1 calc R U . . .
C016 C 0.5790(5) 0.2807(5) 0.2620(4) 0.0218(14) Uani 1 1 d . U . . .
H016 H 0.6009 0.2525 0.2163 0.026 Uiso 1 1 calc R U . . .
C017 C 0.6152(6) 0.2261(5) 0.5349(4) 0.0296(15) Uani 1 1 d . U . . .
H017 H 0.5645 0.2156 0.4941 0.036 Uiso 1 1 calc R U . . .
C018 C 0.1250(5) 0.4102(6) 0.5996(5) 0.0319(18) Uani 1 1 d . U . . .
H01A H 0.1086 0.3615 0.6366 0.048 Uiso 1 1 calc GR U . . .
H01B H 0.0982 0.3933 0.5460 0.048 Uiso 1 1 calc GR U . . .
H01C H 0.0973 0.4699 0.6145 0.048 Uiso 1 1 calc GR U . . .
C019 C 0.1196(5) 0.3179(6) 0.2194(5) 0.0344(17) Uani 1 1 d . U . . .
H019 H 0.1509 0.3151 0.1721 0.041 Uiso 1 1 calc R U . . .
C01A C 0.1761(5) 0.3239(5) 0.2941(4) 0.0209(13) Uani 1 1 d . U . . .
C01C C 0.2793(5) 0.3248(5) 0.2905(4) 0.0204(13) Uani 1 1 d . U . . .
H01D H 0.3015 0.3198 0.2395 0.024 Uiso 1 1 calc R U . . .
C01D C 0.3033(6) 0.4463(7) 0.8150(5) 0.042(2) Uani 1 1 d . U . . .
H01E H 0.2768 0.4486 0.8645 0.051 Uiso 1 1 calc R U . . .
C2 C -0.1160(5) 0.3227(7) 0.4286(6) 0.045(2) Uani 1 1 d . U . . .
H2A H -0.1482 0.3666 0.3904 0.068 Uiso 1 1 calc GR U . . .
H2B H -0.1352 0.3364 0.4814 0.068 Uiso 1 1 calc GR U . . .
H2C H -0.1352 0.2587 0.4137 0.068 Uiso 1 1 calc GR U . . .
C8 C 0.6871(10) 0.0855(8) 0.4902(7) 0.071(3) Uani 1 1 d . U . . .
H8A H 0.7460 0.0854 0.4624 0.107 Uiso 1 1 calc GR U . . .
H8B H 0.6297 0.0867 0.4515 0.107 Uiso 1 1 calc GR U . . .
H8C H 0.6856 0.0290 0.5227 0.107 Uiso 1 1 calc GR U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Gd01 Zn02 3.5642(8) 3_666 ?
Gd01 Zn02 3.5046(8) . ?
Gd01 O003 2.399(4) . ?
Gd01 O005 2.330(4) . ?
Gd01 O007 2.190(4) . ?
Gd01 O00C 2.364(4) 3_666 ?
Gd01 O00D 2.517(4) . ?
Gd01 N00F 2.472(5) . ?
Gd01 O00H 2.525(5) . ?
Gd01 O00I 2.477(5) . ?
Gd01 N00W 2.921(6) . ?
Zn02 Gd01 3.5642(8) 3_666 ?
Zn02 O003 2.356(4) 3_666 ?
Zn02 O003 2.062(4) . ?
Zn02 N004 2.063(5) . ?
Zn02 O005 2.061(4) . ?
Zn02 O009 2.092(5) . ?
Zn02 O00C 2.082(4) . ?
O003 Zn02 2.356(4) 3_666 ?
O003 C00G 1.370(8) . ?
N004 C006 1.407(8) . ?
N004 C011 1.286(8) . ?
O005 C00K 1.315(7) . ?
C006 C00R 1.409(9) . ?
C006 C013 1.424(9) . ?
O007 C00O 1.307(8) . ?
O009 C017 1.217(9) . ?
O00A C00V 1.390(9) . ?
O00A C2 1.421(9) . ?
O00C Gd01 2.364(4) 3_666 ?
O00C C00R 1.340(7) . ?
O00D C010 1.384(8) . ?
O00D C018 1.435(8) . ?
N00F C00P 1.431(8) . ?
N00F C01C 1.313(8) . ?
C00G C00P 1.419(9) . ?
C00G C00X 1.389(9) . ?
O00H N00W 1.259(8) . ?
O00I N00W 1.275(8) . ?
N00J C00T 1.479(11) . ?
N00J C017 1.312(10) . ?
N00J C8 1.418(13) . ?
C00K C00M 1.407(9) . ?
C00K C010 1.427(9) . ?
C00L H00L 0.9500 . ?
C00L C00X 1.392(9) . ?
C00L C016 1.385(9) . ?
C00M C00Y 1.408(10) . ?
C00M C011 1.452(9) . ?
O00N N00W 1.229(9) . ?
C00O C00V 1.414(9) . ?
C00O C01A 1.411(10) . ?
C00P C00Z 1.376(9) . ?
C00Q H00Q 0.9500 . ?
C00Q C00V 1.384(11) . ?
C00Q C015 1.399(12) . ?
C00R C00U 1.394(9) . ?
C00S H00S 0.9500 . ?
C00S C00U 1.388(10) . ?
C00S C014 1.378(11) . ?
C00T H00A 0.9800 . ?
C00T H00B 0.9800 . ?
C00T H00C 0.9800 . ?
C00U H00U 0.9500 . ?
C00X H00X 0.9500 . ?
C00Y H00Y 0.9500 . ?
C00Y C01D 1.350(11) . ?
C00Z H00Z 0.9500 . ?
C00Z C016 1.392(9) . ?
C010 C012 1.369(10) . ?
C011 H011 0.9500 . ?
C012 H012 0.9500 . ?
C012 C01D 1.406(11) . ?
C013 H013 0.9500 . ?
C013 C014 1.365(10) . ?
C014 H014 0.9500 . ?
C015 H015 0.9500 . ?
C015 C019 1.373(11) . ?
C016 H016 0.9500 . ?
C017 H017 0.9500 . ?
C018 H01A 0.9800 . ?
C018 H01B 0.9800 . ?
C018 H01C 0.9800 . ?
C019 H019 0.9500 . ?
C019 C01A 1.429(10) . ?
C01A C01C 1.433(9) . ?
C01C H01D 0.9500 . ?
C01D H01E 0.9500 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Zn02 Gd01 Zn02 55.48(2) . 3_666 ?
O003 Gd01 Zn02 40.99(10) . 3_666 ?
O003 Gd01 Zn02 34.92(10) . . ?
O003 Gd01 O00D 128.89(14) . . ?
O003 Gd01 N00F 68.03(15) . . ?
O003 Gd01 O00H 119.40(16) . . ?
O003 Gd01 O00I 84.12(16) . . ?
O003 Gd01 N00W 101.59(17) . . ?
O005 Gd01 Zn02 72.31(10) . 3_666 ?
O005 Gd01 Zn02 34.47(10) . . ?
O005 Gd01 O003 68.47(14) . . ?
O005 Gd01 O00C 89.33(14) . 3_666 ?
O005 Gd01 O00D 64.20(14) . . ?
O005 Gd01 N00F 136.41(15) . . ?
O005 Gd01 O00H 78.60(16) . . ?
O005 Gd01 O00I 97.62(16) . . ?
O005 Gd01 N00W 86.69(16) . . ?
O007 Gd01 Zn02 174.97(14) . . ?
O007 Gd01 Zn02 119.50(13) . 3_666 ?
O007 Gd01 O003 141.80(16) . . ?
O007 Gd01 O005 147.01(16) . . ?
O007 Gd01 O00C 89.04(17) . 3_666 ?
O007 Gd01 O00D 82.81(16) . . ?
O007 Gd01 N00F 75.80(17) . . ?
O007 Gd01 O00H 89.61(18) . . ?
O007 Gd01 O00I 98.52(19) . . ?
O007 Gd01 N00W 95.75(19) . . ?
O00C Gd01 Zn02 86.13(10) 3_666 . ?
O00C Gd01 Zn02 34.08(10) 3_666 3_666 ?
O00C Gd01 O003 74.43(14) 3_666 . ?
O00C Gd01 O00D 86.65(15) 3_666 . ?
O00C Gd01 N00F 81.87(16) 3_666 . ?
O00C Gd01 O00H 155.32(16) 3_666 . ?
O00C Gd01 O00I 153.24(16) 3_666 . ?
O00C Gd01 N00W 175.21(16) 3_666 . ?
O00D Gd01 Zn02 104.62(10) . 3_666 ?
O00D Gd01 Zn02 98.28(10) . . ?
O00D Gd01 O00H 68.74(16) . . ?
O00D Gd01 N00W 94.00(17) . . ?
N00F Gd01 Zn02 77.02(12) . 3_666 ?
N00F Gd01 Zn02 102.10(12) . . ?
N00F Gd01 O00D 155.80(15) . . ?
N00F Gd01 O00H 121.55(17) . . ?
N00F Gd01 O00I 75.28(17) . . ?
N00F Gd01 N00W 99.21(18) . . ?
O00H Gd01 Zn02 95.36(13) . . ?
O00H Gd01 Zn02 149.76(13) . 3_666 ?
O00H Gd01 N00W 25.42(17) . . ?
O00I Gd01 Zn02 124.66(13) . 3_666 ?
O00I Gd01 Zn02 85.23(13) . . ?
O00I Gd01 O00D 119.65(16) . . ?
O00I Gd01 O00H 51.02(17) . . ?
O00I Gd01 N00W 25.66(17) . . ?
N00W Gd01 Zn02 141.52(13) . 3_666 ?
N00W Gd01 Zn02 89.08(13) . . ?
Gd01 Zn02 Gd01 124.52(2) . 3_666 ?
O003 Zn02 Gd01 41.76(10) . . ?
O003 Zn02 Gd01 94.89(11) . 3_666 ?
O003 Zn02 Gd01 91.30(10) 3_666 . ?
O003 Zn02 Gd01 41.89(9) 3_666 3_666 ?
O003 Zn02 O003 83.94(15) . 3_666 ?
O003 Zn02 N004 167.50(18) . . ?
O003 Zn02 O009 92.87(18) . . ?
O003 Zn02 O00C 111.74(16) . . ?
N004 Zn02 Gd01 94.30(14) . 3_666 ?
N004 Zn02 Gd01 125.75(14) . . ?
N004 Zn02 O003 97.36(17) . 3_666 ?
N004 Zn02 O009 88.02(19) . . ?
N004 Zn02 O00C 80.70(18) . . ?
O005 Zn02 Gd01 128.34(12) . 3_666 ?
O005 Zn02 Gd01 39.77(12) . . ?
O005 Zn02 O003 86.63(15) . 3_666 ?
O005 Zn02 O003 80.40(16) . . ?
O005 Zn02 N004 87.26(18) . . ?
O005 Zn02 O009 103.20(19) . . ?
O005 Zn02 O00C 161.19(17) . . ?
O009 Zn02 Gd01 128.46(15) . 3_666 ?
O009 Zn02 Gd01 93.27(15) . . ?
O009 Zn02 O003 169.06(17) . 3_666 ?
O00C Zn02 Gd01 39.52(11) . 3_666 ?
O00C Zn02 Gd01 153.32(12) . . ?
O00C Zn02 O003 80.69(15) . 3_666 ?
O00C Zn02 O009 90.85(19) . . ?
Zn02 O003 Gd01 103.32(16) . . ?
Zn02 O003 Gd01 97.11(14) 3_666 . ?
Zn02 O003 Zn02 96.06(15) . 3_666 ?
C00G O003 Gd01 116.1(3) . . ?
C00G O003 Zn02 111.0(3) . 3_666 ?
C00G O003 Zn02 127.5(4) . . ?
C006 N004 Zn02 108.2(4) . . ?
C011 N004 Zn02 128.8(4) . . ?
C011 N004 C006 123.0(5) . . ?
Zn02 O005 Gd01 105.76(17) . . ?
C00K O005 Gd01 124.6(4) . . ?
C00K O005 Zn02 129.3(4) . . ?
N004 C006 C00R 115.8(5) . . ?
N004 C006 C013 123.8(6) . . ?
C00R C006 C013 120.3(6) . . ?
C00O O007 Gd01 140.1(4) . . ?
C017 O009 Zn02 140.2(5) . . ?
C00V O00A C2 117.4(6) . . ?
Zn02 O00C Gd01 106.39(17) . 3_666 ?
C00R O00C Gd01 122.7(4) . 3_666 ?
C00R O00C Zn02 107.7(3) . . ?
C010 O00D Gd01 116.9(3) . . ?
C010 O00D C018 118.0(5) . . ?
C018 O00D Gd01 122.2(4) . . ?
C00P N00F Gd01 113.4(4) . . ?
C01C N00F Gd01 127.2(4) . . ?
C01C N00F C00P 119.2(5) . . ?
O003 C00G C00P 119.3(5) . . ?
O003 C00G C00X 121.6(6) . . ?
C00X C00G C00P 119.1(6) . . ?
N00W O00H Gd01 95.2(4) . . ?
N00W O00I Gd01 97.0(4) . . ?
C017 N00J C00T 118.4(7) . . ?
C017 N00J C8 123.0(8) . . ?
C8 N00J C00T 118.5(7) . . ?
O005 C00K C00M 124.7(5) . . ?
O005 C00K C010 117.4(5) . . ?
C00M C00K C010 117.9(5) . . ?
C00X C00L H00L 120.1 . . ?
C016 C00L H00L 120.1 . . ?
C016 C00L C00X 119.8(6) . . ?
C00K C00M C00Y 118.8(6) . . ?
C00K C00M C011 124.0(5) . . ?
C00Y C00M C011 117.2(6) . . ?
O007 C00O C00V 119.0(6) . . ?
O007 C00O C01A 122.5(6) . . ?
C01A C00O C00V 118.4(6) . . ?
C00G C00P N00F 116.3(5) . . ?
C00Z C00P N00F 124.3(5) . . ?
C00Z C00P C00G 119.4(5) . . ?
C00V C00Q H00Q 120.7 . . ?
C00V C00Q C015 118.6(6) . . ?
C015 C00Q H00Q 120.7 . . ?
O00C C00R C006 119.4(5) . . ?
O00C C00R C00U 123.1(5) . . ?
C00U C00R C006 117.5(6) . . ?
C00U C00S H00S 119.7 . . ?
C014 C00S H00S 119.7 . . ?
C014 C00S C00U 120.5(6) . . ?
N00J C00T H00A 109.5 . . ?
N00J C00T H00B 109.5 . . ?
N00J C00T H00C 109.5 . . ?
H00A C00T H00B 109.5 . . ?
H00A C00T H00C 109.5 . . ?
H00B C00T H00C 109.5 . . ?
C00R C00U H00U 119.3 . . ?
C00S C00U C00R 121.4(6) . . ?
C00S C00U H00U 119.3 . . ?
O00A C00V C00O 113.5(6) . . ?
C00Q C00V O00A 124.5(6) . . ?
C00Q C00V C00O 122.0(7) . . ?
O00H N00W Gd01 59.4(3) . . ?
O00H N00W O00I 116.5(6) . . ?
O00I N00W Gd01 57.3(3) . . ?
O00N N00W Gd01 175.8(6) . . ?
O00N N00W O00H 121.3(6) . . ?
O00N N00W O00I 122.2(7) . . ?
C00G C00X C00L 120.8(6) . . ?
C00G C00X H00X 119.6 . . ?
C00L C00X H00X 119.6 . . ?
C00M C00Y H00Y 119.2 . . ?
C01D C00Y C00M 121.7(7) . . ?
C01D C00Y H00Y 119.2 . . ?
C00P C00Z H00Z 119.4 . . ?
C00P C00Z C016 121.1(6) . . ?
C016 C00Z H00Z 119.4 . . ?
O00D C010 C00K 113.2(5) . . ?
C012 C010 O00D 124.8(6) . . ?
C012 C010 C00K 122.0(6) . . ?
N004 C011 C00M 125.5(6) . . ?
N004 C011 H011 117.3 . . ?
C00M C011 H011 117.3 . . ?
C010 C012 H012 120.8 . . ?
C010 C012 C01D 118.4(7) . . ?
C01D C012 H012 120.8 . . ?
C006 C013 H013 120.1 . . ?
C014 C013 C006 119.9(6) . . ?
C014 C013 H013 120.1 . . ?
C00S C014 H014 119.8 . . ?
C013 C014 C00S 120.3(7) . . ?
C013 C014 H014 119.8 . . ?
C00Q C015 H015 119.2 . . ?
C019 C015 C00Q 121.7(7) . . ?
C019 C015 H015 119.2 . . ?
C00L C016 C00Z 119.8(6) . . ?
C00L C016 H016 120.1 . . ?
C00Z C016 H016 120.1 . . ?
O009 C017 N00J 128.2(8) . . ?
O009 C017 H017 115.9 . . ?
N00J C017 H017 115.9 . . ?
O00D C018 H01A 109.5 . . ?
O00D C018 H01B 109.5 . . ?
O00D C018 H01C 109.5 . . ?
H01A C018 H01B 109.5 . . ?
H01A C018 H01C 109.5 . . ?
H01B C018 H01C 109.5 . . ?
C015 C019 H019 120.0 . . ?
C015 C019 C01A 119.9(7) . . ?
C01A C019 H019 120.0 . . ?
C00O C01A C019 119.3(6) . . ?
C00O C01A C01C 125.6(6) . . ?
C019 C01A C01C 115.1(6) . . ?
N00F C01C C01A 126.8(6) . . ?
N00F C01C H01D 116.6 . . ?
C01A C01C H01D 116.6 . . ?
C00Y C01D C012 121.0(7) . . ?
C00Y C01D H01E 119.5 . . ?
C012 C01D H01E 119.5 . . ?
O00A C2 H2A 109.5 . . ?
O00A C2 H2B 109.5 . . ?
O00A C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N00J C8 H8A 109.5 . . ?
N00J C8 H8B 109.5 . . ?
N00J C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Gd01 O003 C00G C00P 22.0(6) . . . . ?
Gd01 O003 C00G C00X -157.9(4) . . . . ?
Gd01 O005 C00K C00M 167.0(5) . . . . ?
Gd01 O005 C00K C010 -13.0(7) . . . . ?
Gd01 O007 C00O C00V -165.4(5) . . . . ?
Gd01 O007 C00O C01A 12.6(11) . . . . ?
Gd01 O00C C00R C006 101.0(6) 3_666 . . . ?
Gd01 O00C C00R C00U -78.9(7) 3_666 . . . ?
Gd01 O00D C010 C00K 16.8(7) . . . . ?
Gd01 O00D C010 C012 -161.9(6) . . . . ?
Gd01 N00F C00P C00G -17.8(6) . . . . ?
Gd01 N00F C00P C00Z 160.8(5) . . . . ?
Gd01 N00F C01C C01A -7.9(10) . . . . ?
Gd01 O00H N00W O00I -5.1(6) . . . . ?
Gd01 O00H N00W O00N 175.2(7) . . . . ?
Gd01 O00I N00W O00H 5.2(6) . . . . ?
Gd01 O00I N00W O00N -175.1(7) . . . . ?
Zn02 O003 C00G C00P -87.6(5) 3_666 . . . ?
Zn02 O003 C00G C00P 156.5(4) . . . . ?
Zn02 O003 C00G C00X 92.5(6) 3_666 . . . ?
Zn02 O003 C00G C00X -23.4(7) . . . . ?
Zn02 N004 C006 C00R 17.9(6) . . . . ?
Zn02 N004 C006 C013 -158.3(5) . . . . ?
Zn02 N004 C011 C00M 5.7(9) . . . . ?
Zn02 O005 C00K C00M -5.1(9) . . . . ?
Zn02 O005 C00K C010 174.9(4) . . . . ?
Zn02 O009 C017 N00J 141.9(7) . . . . ?
Zn02 O00C C00R C006 -22.8(6) . . . . ?
Zn02 O00C C00R C00U 157.3(5) . . . . ?
O003 C00G C00P N00F -2.1(8) . . . . ?
O003 C00G C00P C00Z 179.2(5) . . . . ?
O003 C00G C00X C00L -178.5(5) . . . . ?
N004 C006 C00R O00C 3.6(8) . . . . ?
N004 C006 C00R C00U -176.5(5) . . . . ?
N004 C006 C013 C014 176.4(7) . . . . ?
O005 C00K C00M C00Y -176.5(7) . . . . ?
O005 C00K C00M C011 0.5(10) . . . . ?
O005 C00K C010 O00D -3.9(8) . . . . ?
O005 C00K C010 C012 174.8(6) . . . . ?
C006 N004 C011 C00M -172.9(6) . . . . ?
C006 C00R C00U C00S -1.3(10) . . . . ?
C006 C013 C014 C00S 0.8(12) . . . . ?
O007 C00O C00V O00A 0.0(10) . . . . ?
O007 C00O C00V C00Q 179.0(7) . . . . ?
O007 C00O C01A C019 -179.1(7) . . . . ?
O007 C00O C01A C01C 2.0(11) . . . . ?
O00C C00R C00U C00S 178.6(6) . . . . ?
O00D C010 C012 C01D -178.4(7) . . . . ?
N00F C00P C00Z C016 -179.3(6) . . . . ?
C00G C00P C00Z C016 -0.8(9) . . . . ?
C00K C00M C00Y C01D 0.1(12) . . . . ?
C00K C00M C011 N004 -0.8(10) . . . . ?
C00K C010 C012 C01D 3.0(11) . . . . ?
C00M C00K C010 O00D 176.1(5) . . . . ?
C00M C00K C010 C012 -5.2(10) . . . . ?
C00M C00Y C01D C012 -2.3(14) . . . . ?
C00O C01A C01C N00F -2.5(11) . . . . ?
C00P N00F C01C C01A 176.7(6) . . . . ?
C00P C00G C00X C00L 1.6(9) . . . . ?
C00P C00Z C016 C00L 1.6(10) . . . . ?
C00Q C015 C019 C01A -0.1(13) . . . . ?
C00R C006 C013 C014 0.4(10) . . . . ?
C00T N00J C017 O009 0.9(12) . . . . ?
C00U C00S C014 C013 -2.3(12) . . . . ?
C00V C00O C01A C019 -1.1(10) . . . . ?
C00V C00O C01A C01C 180.0(7) . . . . ?
C00V C00Q C015 C019 -0.1(14) . . . . ?
C00X C00G C00P N00F 177.9(5) . . . . ?
C00X C00G C00P C00Z -0.8(9) . . . . ?
C00X C00L C016 C00Z -0.9(10) . . . . ?
C00Y C00M C011 N004 176.2(7) . . . . ?
C010 C00K C00M C00Y 3.5(10) . . . . ?
C010 C00K C00M C011 -179.5(6) . . . . ?
C010 C012 C01D C00Y 0.8(13) . . . . ?
C011 N004 C006 C00R -163.3(6) . . . . ?
C011 N004 C006 C013 20.6(9) . . . . ?
C011 C00M C00Y C01D -177.1(8) . . . . ?
C013 C006 C00R O00C 180.0(6) . . . . ?
C013 C006 C00R C00U -0.2(9) . . . . ?
C014 C00S C00U C00R 2.5(11) . . . . ?
C015 C00Q C00V O00A 178.6(8) . . . . ?
C015 C00Q C00V C00O -0.3(12) . . . . ?
C015 C019 C01A C00O 0.7(11) . . . . ?
C015 C019 C01A C01C 179.7(8) . . . . ?
C016 C00L C00X C00G -0.7(9) . . . . ?
C018 O00D C010 C00K 177.7(6) . . . . ?
C018 O00D C010 C012 -1.0(10) . . . . ?
C019 C01A C01C N00F 178.5(7) . . . . ?
C01A C00O C00V O00A -178.1(6) . . . . ?
C01A C00O C00V C00Q 0.9(11) . . . . ?
C01C N00F C00P C00G 158.2(6) . . . . ?
C01C N00F C00P C00Z -23.2(9) . . . . ?
C2 O00A C00V C00O -174.5(7) . . . . ?
C2 O00A C00V C00Q 6.6(12) . . . . ?
C8 N00J C017 O009 175.9(10) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 198.1 40.6 ?
2 0.000 0.500 0.000 198.1 40.6 ?

_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.954
_oxdiff_exptl_absorpt_empirical_full_min 0.612
####################################################################### 
# 
# 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_1Dy
_database_code_depnum_ccdc_archive 'CCDC 1452417'
_audit_update_record             
;
2016-02-09 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;
_audit_creation_date             2015-04-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C62 H58 Dy2 N8 O20 Zn2'
_chemical_formula_sum            'C62 H58 Dy2 N8 O20 Zn2'
_chemical_formula_weight         1690.90
_chemical_melting_point          ?
_chemical_oxdiff_formula         Zn2Dy2C80H100N14O12
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'
Dy Dy -0.1892 4.4098 '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                   13.75033(18)
_cell_length_b                   14.3147(2)
_cell_length_c                   16.9418(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.2801(12)
_cell_angle_gamma                90
_cell_volume                     3320.55(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6986
_cell_measurement_temperature    173
_cell_measurement_theta_max      29.1670
_cell_measurement_theta_min      3.6210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.016
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1676
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            14238
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         3.383
_diffrn_ambient_temperature      173
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1033
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -84.00   13.00   1.0000   41.4950
omega____ theta____ kappa____ phi______ frames
    -      -15.9733  -19.0000  -90.0000 97

#__ type_ start__ end____ width___ exp.time_
  2 omega  -87.00   10.00   1.0000   41.4950
omega____ theta____ kappa____ phi______ frames
    -      -15.9733  -19.0000    0.0000 97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0254056000
_diffrn_orient_matrix_UB_12      0.0385301000
_diffrn_orient_matrix_UB_13      0.0184206000
_diffrn_orient_matrix_UB_21      -0.0428540000
_diffrn_orient_matrix_UB_22      0.0134696000
_diffrn_orient_matrix_UB_23      0.0173635000
_diffrn_orient_matrix_UB_31      0.0141700000
_diffrn_orient_matrix_UB_32      -0.0281236000
_diffrn_orient_matrix_UB_33      0.0335598000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6118
_reflns_number_total             7145
_reflns_odcompleteness_completeness 98.52
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 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, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         2.514
_refine_diff_density_min         -0.601
_refine_diff_density_rms         0.140
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     428
_refine_ls_number_reflns         7145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.064
_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)+(0.0453P)²+6.2412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.0992
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00K(H00K), C00N(H00N), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00V(H00V), C00X(H00X), C00Z(H00Z), C010(H010), C011(H011), C013(H013),
 C014(H014), C015(H015), C016(H016), C017(H017), C018(H018)
2.b Idealised Me refined as rotating group:
 C00Y(H00A,H00B,H00C), C019(H01A,H01B,H01C), C01A(H01D,H01E,H01F), C01B(H01G,
 H01H,H01I)
;
_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
Dy01 Dy 0.67764(2) 0.63499(2) 0.51101(2) 0.01766(8) Uani 1 1 d . . . . .
Zn02 Zn 0.44439(3) 0.56854(3) 0.43210(3) 0.01636(12) Uani 1 1 d . . . . .
O003 O 0.5189(2) 0.5907(2) 0.54093(16) 0.0173(6) Uani 1 1 d . . . . .
O004 O 0.3039(2) 0.5169(2) 0.44061(16) 0.0192(6) Uani 1 1 d . . . . .
O005 O 0.5848(2) 0.5803(2) 0.40125(16) 0.0188(6) Uani 1 1 d . . . . .
O006 O 0.8217(2) 0.6685(2) 0.56448(19) 0.0274(7) Uani 1 1 d . . . . .
O007 O 0.7730(2) 0.5817(2) 0.40063(18) 0.0264(7) Uani 1 1 d . . . . .
O008 O 0.3884(3) 0.7049(2) 0.42347(19) 0.0330(8) Uani 1 1 d . . . . .
O009 O 0.6088(3) 0.7933(3) 0.5094(2) 0.0362(8) Uani 1 1 d . . . . .
N00A N 0.4008(3) 0.5534(3) 0.3135(2) 0.0184(7) Uani 1 1 d . . . . .
O00B O 0.6949(3) 0.7634(3) 0.4126(2) 0.0394(9) Uani 1 1 d . . . . .
N00C N 0.6522(3) 0.6688(3) 0.6490(2) 0.0192(7) Uani 1 1 d . . . . .
C00D C 0.4842(3) 0.6338(3) 0.6051(2) 0.0162(8) Uani 1 1 d . . . . .
O00E O 1.0119(3) 0.6725(3) 0.5680(2) 0.0431(10) Uani 1 1 d . . . . .
N00F N 0.6390(4) 0.8201(3) 0.4441(3) 0.0354(10) Uani 1 1 d . . . . .
C00G C 0.2503(3) 0.5381(3) 0.3721(2) 0.0189(9) Uani 1 1 d . . . . .
C00H C 0.2977(3) 0.5555(3) 0.3031(2) 0.0202(9) Uani 1 1 d . . . . .
C00I C 0.7204(3) 0.5719(3) 0.3270(2) 0.0221(9) Uani 1 1 d . . . . .
O00J O 0.6174(4) 0.8951(3) 0.4151(3) 0.0642(15) Uani 1 1 d . . . . .
C00K C 0.3854(3) 0.6381(3) 0.6136(2) 0.0192(9) Uani 1 1 d . . . . .
H00K H 0.3400 0.6126 0.5736 0.023 Uiso 1 1 calc R . . . .
C00L C 0.6191(3) 0.5684(3) 0.3309(2) 0.0199(9) Uani 1 1 d . . . . .
N00M N 0.3122(3) 0.8351(3) 0.4589(3) 0.0319(10) Uani 1 1 d . . . . .
C00N C 0.3516(3) 0.6795(3) 0.6804(3) 0.0247(10) Uani 1 1 d . . . . .
H00N H 0.2836 0.6815 0.6865 0.030 Uiso 1 1 calc R . . . .
C00O C 0.5515(3) 0.6728(3) 0.6632(2) 0.0185(9) Uani 1 1 d . . . . .
C00P C 0.5587(3) 0.5524(3) 0.2597(2) 0.0238(10) Uani 1 1 d . . . . .
C00Q C 0.2435(4) 0.5775(4) 0.2322(3) 0.0296(11) Uani 1 1 d . . . . .
H00Q H 0.2758 0.5908 0.1863 0.036 Uiso 1 1 calc R . . . .
C00R C 0.4181(4) 0.7180(4) 0.7381(3) 0.0282(11) Uani 1 1 d . . . . .
H00R H 0.3955 0.7465 0.7836 0.034 Uiso 1 1 calc R . . . .
C00S C 0.4537(3) 0.5451(3) 0.2551(2) 0.0236(10) Uani 1 1 d . . . . .
H00S H 0.4207 0.5331 0.2044 0.028 Uiso 1 1 calc R . . . .
C00T C 0.7184(3) 0.6778(3) 0.7081(3) 0.0229(9) Uani 1 1 d . . . . .
H00T H 0.6955 0.6836 0.7591 0.027 Uiso 1 1 calc R . . . .
C00U C 0.8692(3) 0.6760(3) 0.6343(3) 0.0264(10) Uani 1 1 d . . . . .
C00V C 0.1484(3) 0.5435(3) 0.3670(3) 0.0255(10) Uani 1 1 d . . . . .
H00V H 0.1151 0.5331 0.4129 0.031 Uiso 1 1 calc R . . . .
C00W C 0.8225(3) 0.6802(3) 0.7052(3) 0.0266(10) Uani 1 1 d . . . . .
C00X C 0.5167(3) 0.7151(3) 0.7297(2) 0.0235(10) Uani 1 1 d . . . . .
H00X H 0.5615 0.7421 0.7693 0.028 Uiso 1 1 calc R . . . .
C00Y C 0.8769(3) 0.5873(4) 0.4021(3) 0.0336(12) Uani 1 1 d . . . . .
H00A H 0.8945 0.6390 0.3682 0.050 Uiso 1 1 calc GR . . . .
H00B H 0.9023 0.5286 0.3824 0.050 Uiso 1 1 calc GR . . . .
H00C H 0.9051 0.5982 0.4565 0.050 Uiso 1 1 calc GR . . . .
C00Z C 0.1431(4) 0.5801(4) 0.2282(3) 0.0355(12) Uani 1 1 d . . . . .
H00Z H 0.1060 0.5930 0.1793 0.043 Uiso 1 1 calc R . . . .
C010 C 0.3836(4) 0.7740(3) 0.4657(3) 0.0302(11) Uani 1 1 d . . . . .
H010 H 0.4352 0.7840 0.5062 0.036 Uiso 1 1 calc R . . . .
C011 C 0.0962(4) 0.5637(4) 0.2965(3) 0.0360(12) Uani 1 1 d . . . . .
H011 H 0.0269 0.5667 0.2939 0.043 Uiso 1 1 calc R . . . .
C012 C 0.9734(4) 0.6788(4) 0.6394(3) 0.0341(12) Uani 1 1 d . . . . .
C013 C 1.0266(4) 0.6865(4) 0.7122(3) 0.0409(14) Uani 1 1 d . . . . .
H013 H 1.0959 0.6889 0.7152 0.049 Uiso 1 1 calc R . . . .
C014 C 0.8799(4) 0.6879(4) 0.7783(3) 0.0387(13) Uani 1 1 d . . . . .
H014 H 0.8490 0.6911 0.8261 0.046 Uiso 1 1 calc R . . . .
C015 C 0.6030(4) 0.5467(4) 0.1881(3) 0.0371(13) Uani 1 1 d . . . . .
H015 H 0.5638 0.5349 0.1399 0.045 Uiso 1 1 calc R . . . .
C016 C 0.9793(4) 0.6908(5) 0.7812(3) 0.0449(15) Uani 1 1 d . . . . .
H016 H 1.0167 0.6959 0.8310 0.054 Uiso 1 1 calc R . . . .
C017 C 0.7623(4) 0.5672(4) 0.2566(3) 0.0342(12) Uani 1 1 d . . . . .
H017 H 0.8312 0.5702 0.2557 0.041 Uiso 1 1 calc R . . . .
C018 C 0.7019(4) 0.5579(5) 0.1869(3) 0.0439(15) Uani 1 1 d . . . . .
H018 H 0.7295 0.5593 0.1375 0.053 Uiso 1 1 calc R . . . .
C019 C 1.1134(4) 0.6818(5) 0.5673(4) 0.0493(16) Uani 1 1 d . . . . .
H01A H 1.1314 0.6731 0.5131 0.074 Uiso 1 1 calc GR . . . .
H01B H 1.1462 0.6346 0.6021 0.074 Uiso 1 1 calc GR . . . .
H01C H 1.1333 0.7443 0.5861 0.074 Uiso 1 1 calc GR . . . .
C01A C 0.2316(5) 0.8253(5) 0.3987(4) 0.0537(17) Uani 1 1 d . . . . .
H01D H 0.2427 0.8652 0.3533 0.081 Uiso 1 1 calc GR . . . .
H01E H 0.1709 0.8441 0.4204 0.081 Uiso 1 1 calc GR . . . .
H01F H 0.2265 0.7601 0.3813 0.081 Uiso 1 1 calc GR . . . .
C01B C 0.3142(7) 0.9166(5) 0.5081(4) 0.072(3) Uani 1 1 d . . . . .
H01G H 0.3679 0.9115 0.5501 0.108 Uiso 1 1 calc GR . . . .
H01H H 0.2522 0.9220 0.5320 0.108 Uiso 1 1 calc GR . . . .
H01I H 0.3238 0.9721 0.4759 0.108 Uiso 1 1 calc GR . . . .


_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
Dy01 Zn02 3.4913(5) . ?
Dy01 Zn02 3.5399(5) 3_666 ?
Dy01 O003 2.372(3) . ?
Dy01 O004 2.330(3) 3_666 ?
Dy01 O005 2.294(3) . ?
Dy01 O006 2.155(3) . ?
Dy01 O007 2.500(3) . ?
Dy01 O009 2.455(4) . ?
Dy01 O00B 2.508(4) . ?
Dy01 N00C 2.444(3) . ?
Dy01 N00F 2.911(4) . ?
Zn02 Dy01 3.5399(5) 3_666 ?
Zn02 O003 2.370(3) 3_666 ?
Zn02 O003 2.050(3) . ?
Zn02 O004 2.085(3) . ?
Zn02 O005 2.053(3) . ?
Zn02 O008 2.098(3) . ?
Zn02 N00A 2.055(3) . ?
O003 Zn02 2.370(3) 3_666 ?
O003 C00D 1.373(5) . ?
O004 Dy01 2.330(3) 3_666 ?
O004 C00G 1.350(5) . ?
O005 C00L 1.332(5) . ?
O006 C00U 1.302(5) . ?
O007 C00I 1.390(5) . ?
O007 C00Y 1.429(5) . ?
O008 C010 1.227(6) . ?
O009 N00F 1.275(5) . ?
N00A C00H 1.412(5) . ?
N00A C00S 1.287(6) . ?
O00B N00F 1.268(6) . ?
N00C C00O 1.429(5) . ?
N00C C00T 1.295(5) . ?
C00D C00K 1.381(6) . ?
C00D C00O 1.404(6) . ?
O00E C012 1.367(6) . ?
O00E C019 1.403(6) . ?
N00F O00J 1.207(6) . ?
C00G C00H 1.414(6) . ?
C00G C00V 1.398(6) . ?
C00H C00Q 1.390(6) . ?
C00I C00L 1.403(6) . ?
C00I C017 1.373(6) . ?
C00K H00K 0.9500 . ?
C00K C00N 1.396(6) . ?
C00L C00P 1.418(6) . ?
N00M C010 1.311(7) . ?
N00M C01A 1.443(7) . ?
N00M C01B 1.433(8) . ?
C00N H00N 0.9500 . ?
C00N C00R 1.389(7) . ?
C00O C00X 1.402(6) . ?
C00P C00S 1.443(6) . ?
C00P C015 1.410(6) . ?
C00Q H00Q 0.9500 . ?
C00Q C00Z 1.376(7) . ?
C00R H00R 0.9500 . ?
C00R C00X 1.376(7) . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?
C00T C00W 1.436(6) . ?
C00U C00W 1.416(7) . ?
C00U C012 1.428(7) . ?
C00V H00V 0.9500 . ?
C00V C011 1.367(7) . ?
C00W C014 1.410(6) . ?
C00X H00X 0.9500 . ?
C00Y H00A 0.9800 . ?
C00Y H00B 0.9800 . ?
C00Y H00C 0.9800 . ?
C00Z H00Z 0.9500 . ?
C00Z C011 1.395(7) . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?
C012 C013 1.379(7) . ?
C013 H013 0.9500 . ?
C013 C016 1.390(8) . ?
C014 H014 0.9500 . ?
C014 C016 1.364(7) . ?
C015 H015 0.9500 . ?
C015 C018 1.372(8) . ?
C016 H016 0.9500 . ?
C017 H017 0.9500 . ?
C017 C018 1.386(7) . ?
C018 H018 0.9500 . ?
C019 H01A 0.9800 . ?
C019 H01B 0.9800 . ?
C019 H01C 0.9800 . ?
C01A H01D 0.9800 . ?
C01A H01E 0.9800 . ?
C01A H01F 0.9800 . ?
C01B H01G 0.9800 . ?
C01B H01H 0.9800 . ?
C01B H01I 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Zn02 Dy01 Zn02 55.823(14) . 3_666 ?
O003 Dy01 Zn02 34.72(7) . . ?
O003 Dy01 Zn02 41.69(7) . 3_666 ?
O003 Dy01 O007 129.40(10) . . ?
O003 Dy01 O009 83.57(12) . . ?
O003 Dy01 O00B 118.90(12) . . ?
O003 Dy01 N00C 68.47(11) . . ?
O003 Dy01 N00F 100.84(12) . . ?
O004 Dy01 Zn02 34.39(7) 3_666 3_666 ?
O004 Dy01 Zn02 86.95(7) 3_666 . ?
O004 Dy01 O003 75.39(10) 3_666 . ?
O004 Dy01 O007 86.04(11) 3_666 . ?
O004 Dy01 O009 153.51(11) 3_666 . ?
O004 Dy01 O00B 154.74(11) 3_666 . ?
O004 Dy01 N00C 82.44(11) 3_666 . ?
O004 Dy01 N00F 175.26(11) 3_666 . ?
O005 Dy01 Zn02 34.28(7) . . ?
O005 Dy01 Zn02 72.39(7) . 3_666 ?
O005 Dy01 O003 68.15(10) . . ?
O005 Dy01 O004 90.05(10) . 3_666 ?
O005 Dy01 O007 65.20(10) . . ?
O005 Dy01 O009 96.95(11) . . ?
O005 Dy01 O00B 77.94(11) . . ?
O005 Dy01 N00C 136.48(11) . . ?
O005 Dy01 N00F 85.83(11) . . ?
O006 Dy01 Zn02 120.61(9) . 3_666 ?
O006 Dy01 Zn02 176.43(9) . . ?
O006 Dy01 O003 142.92(11) . . ?
O006 Dy01 O004 89.65(12) . 3_666 ?
O006 Dy01 O005 146.94(11) . . ?
O006 Dy01 O007 81.80(11) . . ?
O006 Dy01 O009 97.90(13) . . ?
O006 Dy01 O00B 88.66(13) . . ?
O006 Dy01 N00C 76.14(12) . . ?
O006 Dy01 N00F 95.08(13) . . ?
O007 Dy01 Zn02 104.31(8) . 3_666 ?
O007 Dy01 Zn02 99.04(7) . . ?
O007 Dy01 O00B 68.77(12) . . ?
O007 Dy01 N00F 94.34(12) . . ?
O009 Dy01 Zn02 124.82(9) . 3_666 ?
O009 Dy01 Zn02 84.71(9) . . ?
O009 Dy01 O007 120.08(12) . . ?
O009 Dy01 O00B 51.37(12) . . ?
O009 Dy01 N00F 25.74(12) . . ?
O00B Dy01 Zn02 94.88(9) . . ?
O00B Dy01 Zn02 149.39(9) . 3_666 ?
O00B Dy01 N00F 25.71(12) . . ?
N00C Dy01 Zn02 102.30(9) . . ?
N00C Dy01 Zn02 77.83(9) . 3_666 ?
N00C Dy01 O007 155.09(11) . . ?
N00C Dy01 O009 74.89(12) . . ?
N00C Dy01 O00B 121.44(12) . . ?
N00C Dy01 N00F 98.94(13) . . ?
N00F Dy01 Zn02 88.33(9) . . ?
N00F Dy01 Zn02 141.36(10) . 3_666 ?
Dy01 Zn02 Dy01 124.178(14) . 3_666 ?
O003 Zn02 Dy01 90.95(7) 3_666 . ?
O003 Zn02 Dy01 41.22(8) . . ?
O003 Zn02 Dy01 95.32(8) . 3_666 ?
O003 Zn02 Dy01 41.73(7) 3_666 3_666 ?
O003 Zn02 O003 84.01(11) . 3_666 ?
O003 Zn02 O004 112.47(11) . . ?
O003 Zn02 O005 79.18(11) . . ?
O003 Zn02 O008 93.93(13) . . ?
O003 Zn02 N00A 166.54(13) . . ?
O004 Zn02 Dy01 39.13(8) . 3_666 ?
O004 Zn02 Dy01 153.40(8) . . ?
O004 Zn02 O003 80.09(11) . 3_666 ?
O004 Zn02 O008 89.91(14) . . ?
O005 Zn02 Dy01 39.00(8) . . ?
O005 Zn02 Dy01 128.11(9) . 3_666 ?
O005 Zn02 O003 86.52(11) . 3_666 ?
O005 Zn02 O004 160.97(12) . . ?
O005 Zn02 O008 104.68(14) . . ?
O005 Zn02 N00A 87.50(13) . . ?
O008 Zn02 Dy01 127.21(11) . 3_666 ?
O008 Zn02 Dy01 95.23(11) . . ?
O008 Zn02 O003 168.06(13) . 3_666 ?
N00A Zn02 Dy01 94.38(10) . 3_666 ?
N00A Zn02 Dy01 125.33(10) . . ?
N00A Zn02 O003 97.17(12) . 3_666 ?
N00A Zn02 O004 80.88(13) . . ?
N00A Zn02 O008 87.58(14) . . ?
Zn02 O003 Dy01 104.05(11) . . ?
Zn02 O003 Dy01 96.58(10) 3_666 . ?
Zn02 O003 Zn02 96.00(11) . 3_666 ?
C00D O003 Dy01 116.3(2) . . ?
C00D O003 Zn02 111.3(2) . 3_666 ?
C00D O003 Zn02 126.8(3) . . ?
Zn02 O004 Dy01 106.47(12) . 3_666 ?
C00G O004 Dy01 123.0(3) . 3_666 ?
C00G O004 Zn02 107.3(3) . . ?
Zn02 O005 Dy01 106.72(12) . . ?
C00L O005 Dy01 123.5(3) . . ?
C00L O005 Zn02 129.5(3) . . ?
C00U O006 Dy01 140.0(3) . . ?
C00I O007 Dy01 115.9(3) . . ?
C00I O007 C00Y 117.2(3) . . ?
C00Y O007 Dy01 124.3(3) . . ?
C010 O008 Zn02 138.5(3) . . ?
N00F O009 Dy01 97.5(3) . . ?
C00H N00A Zn02 108.6(3) . . ?
C00S N00A Zn02 128.8(3) . . ?
C00S N00A C00H 122.6(4) . . ?
N00F O00B Dy01 95.2(3) . . ?
C00O N00C Dy01 113.2(2) . . ?
C00T N00C Dy01 127.3(3) . . ?
C00T N00C C00O 119.3(4) . . ?
O003 C00D C00K 121.4(4) . . ?
O003 C00D C00O 118.6(4) . . ?
C00K C00D C00O 120.0(4) . . ?
C012 O00E C019 117.8(4) . . ?
O009 N00F Dy01 56.7(2) . . ?
O00B N00F Dy01 59.1(2) . . ?
O00B N00F O009 115.5(4) . . ?
O00J N00F Dy01 176.1(4) . . ?
O00J N00F O009 122.1(5) . . ?
O00J N00F O00B 122.3(5) . . ?
O004 C00G C00H 119.6(4) . . ?
O004 C00G C00V 122.1(4) . . ?
C00V C00G C00H 118.3(4) . . ?
N00A C00H C00G 115.3(4) . . ?
C00Q C00H N00A 124.4(4) . . ?
C00Q C00H C00G 120.2(4) . . ?
O007 C00I C00L 113.4(4) . . ?
C017 C00I O007 124.1(4) . . ?
C017 C00I C00L 122.5(4) . . ?
C00D C00K H00K 119.7 . . ?
C00D C00K C00N 120.5(4) . . ?
C00N C00K H00K 119.7 . . ?
O005 C00L C00I 118.2(4) . . ?
O005 C00L C00P 123.7(4) . . ?
C00I C00L C00P 118.1(4) . . ?
C010 N00M C01A 121.2(5) . . ?
C010 N00M C01B 121.2(5) . . ?
C01B N00M C01A 117.5(5) . . ?
C00K C00N H00N 120.3 . . ?
C00R C00N C00K 119.5(4) . . ?
C00R C00N H00N 120.3 . . ?
C00D C00O N00C 116.9(4) . . ?
C00X C00O N00C 124.1(4) . . ?
C00X C00O C00D 119.0(4) . . ?
C00L C00P C00S 124.2(4) . . ?
C015 C00P C00L 118.5(4) . . ?
C015 C00P C00S 117.3(4) . . ?
C00H C00Q H00Q 119.8 . . ?
C00Z C00Q C00H 120.3(4) . . ?
C00Z C00Q H00Q 119.8 . . ?
C00N C00R H00R 119.8 . . ?
C00X C00R C00N 120.5(4) . . ?
C00X C00R H00R 119.8 . . ?
N00A C00S C00P 125.9(4) . . ?
N00A C00S H00S 117.1 . . ?
C00P C00S H00S 117.1 . . ?
N00C C00T H00T 116.3 . . ?
N00C C00T C00W 127.4(4) . . ?
C00W C00T H00T 116.3 . . ?
O006 C00U C00W 123.0(4) . . ?
O006 C00U C012 118.4(4) . . ?
C00W C00U C012 118.6(4) . . ?
C00G C00V H00V 119.7 . . ?
C011 C00V C00G 120.6(4) . . ?
C011 C00V H00V 119.7 . . ?
C00U C00W C00T 124.0(4) . . ?
C014 C00W C00T 116.8(4) . . ?
C014 C00W C00U 119.2(4) . . ?
C00O C00X H00X 119.7 . . ?
C00R C00X C00O 120.5(4) . . ?
C00R C00X H00X 119.7 . . ?
O007 C00Y H00A 109.5 . . ?
O007 C00Y H00B 109.5 . . ?
O007 C00Y H00C 109.5 . . ?
H00A C00Y H00B 109.5 . . ?
H00A C00Y H00C 109.5 . . ?
H00B C00Y H00C 109.5 . . ?
C00Q C00Z H00Z 120.2 . . ?
C00Q C00Z C011 119.5(4) . . ?
C011 C00Z H00Z 120.2 . . ?
O008 C010 N00M 124.5(5) . . ?
O008 C010 H010 117.8 . . ?
N00M C010 H010 117.8 . . ?
C00V C011 C00Z 120.9(5) . . ?
C00V C011 H011 119.5 . . ?
C00Z C011 H011 119.5 . . ?
O00E C012 C00U 114.3(4) . . ?
O00E C012 C013 125.5(5) . . ?
C013 C012 C00U 120.2(5) . . ?
C012 C013 H013 119.8 . . ?
C012 C013 C016 120.3(5) . . ?
C016 C013 H013 119.8 . . ?
C00W C014 H014 119.6 . . ?
C016 C014 C00W 120.8(5) . . ?
C016 C014 H014 119.6 . . ?
C00P C015 H015 119.6 . . ?
C018 C015 C00P 120.9(5) . . ?
C018 C015 H015 119.6 . . ?
C013 C016 H016 119.6 . . ?
C014 C016 C013 120.9(5) . . ?
C014 C016 H016 119.6 . . ?
C00I C017 H017 120.7 . . ?
C00I C017 C018 118.6(5) . . ?
C018 C017 H017 120.7 . . ?
C015 C018 C017 121.0(5) . . ?
C015 C018 H018 119.5 . . ?
C017 C018 H018 119.5 . . ?
O00E C019 H01A 109.5 . . ?
O00E C019 H01B 109.5 . . ?
O00E C019 H01C 109.5 . . ?
H01A C019 H01B 109.5 . . ?
H01A C019 H01C 109.5 . . ?
H01B C019 H01C 109.5 . . ?
N00M C01A H01D 109.5 . . ?
N00M C01A H01E 109.5 . . ?
N00M C01A H01F 109.5 . . ?
H01D C01A H01E 109.5 . . ?
H01D C01A H01F 109.5 . . ?
H01E C01A H01F 109.5 . . ?
N00M C01B H01G 109.5 . . ?
N00M C01B H01H 109.5 . . ?
N00M C01B H01I 109.5 . . ?
H01G C01B H01H 109.5 . . ?
H01G C01B H01I 109.5 . . ?
H01H C01B H01I 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Dy01 O003 C00D C00K 158.7(3) . . . . ?
Dy01 O003 C00D C00O -22.1(5) . . . . ?
Dy01 O004 C00G C00H -101.3(4) 3_666 . . . ?
Dy01 O004 C00G C00V 78.7(5) 3_666 . . . ?
Dy01 O005 C00L C00I 12.8(5) . . . . ?
Dy01 O005 C00L C00P -167.2(3) . . . . ?
Dy01 O006 C00U C00W -14.3(8) . . . . ?
Dy01 O006 C00U C012 164.8(4) . . . . ?
Dy01 O007 C00I C00L -16.7(5) . . . . ?
Dy01 O007 C00I C017 162.6(4) . . . . ?
Dy01 O009 N00F O00B -5.8(4) . . . . ?
Dy01 O009 N00F O00J 175.5(4) . . . . ?
Dy01 O00B N00F O009 5.7(4) . . . . ?
Dy01 O00B N00F O00J -175.7(5) . . . . ?
Dy01 N00C C00O C00D 16.4(5) . . . . ?
Dy01 N00C C00O C00X -161.7(4) . . . . ?
Dy01 N00C C00T C00W 7.3(7) . . . . ?
Zn02 O003 C00D C00K 23.6(5) . . . . ?
Zn02 O003 C00D C00K -92.0(4) 3_666 . . . ?
Zn02 O003 C00D C00O 87.1(4) 3_666 . . . ?
Zn02 O003 C00D C00O -157.3(3) . . . . ?
Zn02 O004 C00G C00H 22.5(5) . . . . ?
Zn02 O004 C00G C00V -157.5(4) . . . . ?
Zn02 O005 C00L C00I -174.0(3) . . . . ?
Zn02 O005 C00L C00P 6.0(6) . . . . ?
Zn02 O008 C010 N00M -149.1(4) . . . . ?
Zn02 N00A C00H C00G -18.6(5) . . . . ?
Zn02 N00A C00H C00Q 158.1(4) . . . . ?
Zn02 N00A C00S C00P -5.5(7) . . . . ?
O003 C00D C00K C00N 178.0(4) . . . . ?
O003 C00D C00O N00C 3.1(6) . . . . ?
O003 C00D C00O C00X -178.7(4) . . . . ?
O004 C00G C00H N00A -3.0(6) . . . . ?
O004 C00G C00H C00Q -179.9(4) . . . . ?
O004 C00G C00V C011 -179.0(4) . . . . ?
O005 C00L C00P C00S -1.4(7) . . . . ?
O005 C00L C00P C015 176.1(5) . . . . ?
O006 C00U C00W C00T -0.7(8) . . . . ?
O006 C00U C00W C014 179.7(5) . . . . ?
O006 C00U C012 O00E -0.3(7) . . . . ?
O006 C00U C012 C013 -179.9(5) . . . . ?
O007 C00I C00L O005 4.0(6) . . . . ?
O007 C00I C00L C00P -176.0(4) . . . . ?
O007 C00I C017 C018 -179.6(5) . . . . ?
N00A C00H C00Q C00Z -178.3(5) . . . . ?
N00C C00O C00X C00R 178.5(4) . . . . ?
N00C C00T C00W C00U 2.3(8) . . . . ?
N00C C00T C00W C014 -178.1(5) . . . . ?
C00D C00K C00N C00R 1.0(7) . . . . ?
C00D C00O C00X C00R 0.3(7) . . . . ?
O00E C012 C013 C016 -178.9(6) . . . . ?
C00G C00H C00Q C00Z -1.7(8) . . . . ?
C00G C00V C011 C00Z -0.5(8) . . . . ?
C00H N00A C00S C00P 172.9(4) . . . . ?
C00H C00G C00V C011 1.0(7) . . . . ?
C00H C00Q C00Z C011 2.3(8) . . . . ?
C00I C00L C00P C00S 178.6(4) . . . . ?
C00I C00L C00P C015 -3.9(7) . . . . ?
C00I C017 C018 C015 -4.8(9) . . . . ?
C00K C00D C00O N00C -177.8(4) . . . . ?
C00K C00D C00O C00X 0.5(6) . . . . ?
C00K C00N C00R C00X -0.2(7) . . . . ?
C00L C00I C017 C018 -0.4(8) . . . . ?
C00L C00P C00S N00A 1.2(8) . . . . ?
C00L C00P C015 C018 -1.1(8) . . . . ?
C00N C00R C00X C00O -0.5(7) . . . . ?
C00O N00C C00T C00W -176.8(4) . . . . ?
C00O C00D C00K C00N -1.2(6) . . . . ?
C00P C015 C018 C017 5.6(10) . . . . ?
C00Q C00Z C011 C00V -1.1(9) . . . . ?
C00S N00A C00H C00G 162.7(4) . . . . ?
C00S N00A C00H C00Q -20.6(7) . . . . ?
C00S C00P C015 C018 176.6(5) . . . . ?
C00T N00C C00O C00D -160.1(4) . . . . ?
C00T N00C C00O C00X 21.8(7) . . . . ?
C00T C00W C014 C016 -179.9(5) . . . . ?
C00U C00W C014 C016 -0.3(8) . . . . ?
C00U C012 C013 C016 0.6(9) . . . . ?
C00V C00G C00H N00A 177.0(4) . . . . ?
C00V C00G C00H C00Q 0.1(7) . . . . ?
C00W C00U C012 O00E 178.8(5) . . . . ?
C00W C00U C012 C013 -0.8(8) . . . . ?
C00W C014 C016 C013 0.1(10) . . . . ?
C00Y O007 C00I C00L -179.1(4) . . . . ?
C00Y O007 C00I C017 0.1(7) . . . . ?
C012 C00U C00W C00T -179.8(5) . . . . ?
C012 C00U C00W C014 0.6(7) . . . . ?
C012 C013 C016 C014 -0.3(10) . . . . ?
C015 C00P C00S N00A -176.3(5) . . . . ?
C017 C00I C00L O005 -175.2(4) . . . . ?
C017 C00I C00L C00P 4.7(7) . . . . ?
C019 O00E C012 C00U 175.2(5) . . . . ?
C019 O00E C012 C013 -5.2(9) . . . . ?
C01A N00M C010 O008 -0.5(8) . . . . ?
C01B N00M C010 O008 -176.9(6) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 195.1 0.0 ?
2 0.000 0.500 0.000 195.1 0.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1Y
_database_code_depnum_ccdc_archive 'CCDC 1452418'
_audit_update_record             
;
2016-02-09 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;
_audit_creation_date             2015-05-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C62 H58 N8 O20 Y2 Zn2'
_chemical_formula_sum            'C62 H58 N8 O20 Y2 Zn2'
_chemical_formula_weight         1543.72
_chemical_melting_point          ?
_chemical_oxdiff_formula         Y2ZN2C80H100N12O24
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'
Y Y -2.7962 3.5667 '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                   13.7448(6)
_cell_length_b                   14.3133(7)
_cell_length_c                   16.9268(7)
_cell_angle_alpha                90
_cell_angle_beta                 95.068(5)
_cell_angle_gamma                90
_cell_volume                     3317.0(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2990
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.1900
_cell_measurement_theta_min      4.2300
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.525
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62388
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0586
_diffrn_reflns_Laue_measured_fraction_full 0.849
_diffrn_reflns_Laue_measured_fraction_max 0.700
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            10546
_diffrn_reflns_point_group_measured_fraction_full 0.849
_diffrn_reflns_point_group_measured_fraction_max 0.700
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.323
_diffrn_reflns_theta_min         3.385
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1033
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.849
_diffrn_measured_fraction_theta_max 0.700
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -39.00   55.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.1295   19.0000 -150.0000 94

#__ type_ start__ end____ width___ exp.time_
  2 omega   -3.00   52.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.1295   38.0000  -60.0000 55
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0304666000
_diffrn_orient_matrix_UB_12      0.0057348000
_diffrn_orient_matrix_UB_13      0.0358032000
_diffrn_orient_matrix_UB_21      -0.0121706000
_diffrn_orient_matrix_UB_22      0.0481186000
_diffrn_orient_matrix_UB_23      0.0004221000
_diffrn_orient_matrix_UB_31      -0.0400769000
_diffrn_orient_matrix_UB_32      -0.0103175000
_diffrn_orient_matrix_UB_33      0.0221422000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4932
_reflns_number_total             6364
_reflns_odcompleteness_completeness 84.08
_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, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_refine_diff_density_max         2.248
_refine_diff_density_min         -0.711
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     428
_refine_ls_number_reflns         6364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0558
_refine_ls_restrained_S_all      1.162
_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)+(0.0720P)²+6.4200P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1467
_refine_ls_wR_factor_ref         0.1627
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00N(H00N), C00O(H00O), C00Q(H00Q), C00S(H00S), C00U(H00U), C00V(H00V),
 C00X(H00X), C00Y(H00Y), C00Z(H00Z), C011(H011), C012(H012), C013(H013),
 C014(H014), C015(H015), C016(H016), C017(H017), C018(H018)
2.b Idealised Me refined as rotating group:
 C00W(H00A,H00B,H00C), C010(H01A,H01B,H01C), C01A(H01D,H01E,H01F), C01B(H01G,
 H01H,H01I)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y001 Y 0.32303(3) 0.36526(3) 0.48854(3) 0.01918(16) Uani 1 1 d . . . . .
Zn00 Zn 0.55597(4) 0.43107(4) 0.56745(3) 0.01973(18) Uani 1 1 d . . . . .
O003 O 0.4810(2) 0.4094(2) 0.45890(19) 0.0195(8) Uani 1 1 d . . . . .
O004 O 0.6959(2) 0.4847(2) 0.55919(19) 0.0212(8) Uani 1 1 d . . . . .
O005 O 0.1790(3) 0.3319(3) 0.4364(2) 0.0282(9) Uani 1 1 d . . . . .
O006 O 0.2278(3) 0.4177(3) 0.5983(2) 0.0261(9) Uani 1 1 d . . . . .
O007 O 0.3937(3) 0.2096(3) 0.4901(2) 0.0365(10) Uani 1 1 d . . . . .
O008 O 0.4152(3) 0.4195(2) 0.5985(2) 0.0219(8) Uani 1 1 d . . . . .
O009 O 0.6142(3) 0.2959(3) 0.5756(2) 0.0349(10) Uani 1 1 d . . . . .
O00A O 0.3047(3) 0.2375(3) 0.5862(3) 0.0404(11) Uani 1 1 d . . . . .
O00B O -0.0113(3) 0.3270(4) 0.4325(3) 0.0432(11) Uani 1 1 d . . . . .
N00C N 0.5990(3) 0.4457(3) 0.6862(3) 0.0204(10) Uani 1 1 d . . . . .
N00D N 0.3481(3) 0.3315(3) 0.3504(2) 0.0214(9) Uani 1 1 d . . . . .
N00E N 0.3614(4) 0.1815(4) 0.5544(3) 0.0359(12) Uani 1 1 d . . . . .
O00F O 0.3842(5) 0.1066(3) 0.5836(3) 0.0653(16) Uani 1 1 d . . . . .
C00G C 0.5164(4) 0.3671(3) 0.3948(3) 0.0182(11) Uani 1 1 d . . . . .
C00H C 0.7028(4) 0.4450(4) 0.6966(3) 0.0216(11) Uani 1 1 d . . . . .
C00I C 0.1312(4) 0.3243(4) 0.3659(3) 0.0295(13) Uani 1 1 d . . . . .
N00J N 0.6890(4) 0.1647(4) 0.5406(3) 0.0348(12) Uani 1 1 d . . . . .
C00K C 0.3812(4) 0.4309(3) 0.6688(3) 0.0195(11) Uani 1 1 d . . . . .
C00L C 0.7492(4) 0.4622(4) 0.6279(3) 0.0229(12) Uani 1 1 d . . . . .
C00M C 0.4487(4) 0.3271(3) 0.3358(3) 0.0200(11) Uani 1 1 d . . . . .
C00N C 0.0207(5) 0.3088(5) 0.2191(4) 0.0454(18) Uani 1 1 d . . . . .
H00N H -0.0162 0.3041 0.1705 0.054 Uiso 1 1 calc R . . . .
C00O C 0.5465(4) 0.4538(4) 0.7446(3) 0.0252(13) Uani 1 1 d . . . . .
H00O H 0.5789 0.4653 0.7942 0.030 Uiso 1 1 calc R . . . .
C00P C 0.4412(4) 0.4467(4) 0.7402(3) 0.0250(12) Uani 1 1 d . . . . .
C00Q C 0.2825(4) 0.3219(4) 0.2916(3) 0.0223(11) Uani 1 1 d . . . . .
H00Q H 0.3049 0.3159 0.2416 0.027 Uiso 1 1 calc R . . . .
C00R C 0.2793(4) 0.4266(4) 0.6722(3) 0.0257(12) Uani 1 1 d . . . . .
C00S C 0.7567(4) 0.4219(4) 0.7671(3) 0.0313(13) Uani 1 1 d . . . . .
H00S H 0.7246 0.4087 0.8120 0.038 Uiso 1 1 calc R . . . .
C00T C 0.1774(4) 0.3194(4) 0.2952(3) 0.0279(13) Uani 1 1 d . . . . .
C00U C 0.8509(4) 0.4571(4) 0.6322(3) 0.0271(12) Uani 1 1 d . . . . .
H00U H 0.8835 0.4677 0.5872 0.033 Uiso 1 1 calc R . . . .
C00V C 0.6156(4) 0.3631(3) 0.3850(3) 0.0210(11) Uani 1 1 d . . . . .
H00V H 0.6602 0.3883 0.4237 0.025 Uiso 1 1 calc R . . . .
C00W C 0.1227(4) 0.4125(5) 0.5967(4) 0.0334(14) Uani 1 1 d . . . . .
H00A H 0.0953 0.4024 0.5433 0.050 Uiso 1 1 calc GR . . . .
H00B H 0.0980 0.4700 0.6164 0.050 Uiso 1 1 calc GR . . . .
H00C H 0.1049 0.3617 0.6296 0.050 Uiso 1 1 calc GR . . . .
C00X C -0.0248(4) 0.3126(5) 0.2879(4) 0.0443(17) Uani 1 1 d . . . . .
H00X H -0.0926 0.3103 0.2853 0.053 Uiso 1 1 calc R . . . .
C00Y C 0.1205(4) 0.3120(5) 0.2219(4) 0.0399(16) Uani 1 1 d . . . . .
H00Y H 0.1511 0.3092 0.1750 0.048 Uiso 1 1 calc R . . . .
C00Z C 0.4830(4) 0.2857(4) 0.2694(3) 0.0248(12) Uani 1 1 d . . . . .
H00Z H 0.4391 0.2596 0.2306 0.030 Uiso 1 1 calc R . . . .
C010 C -0.1135(4) 0.3178(6) 0.4326(5) 0.0510(19) Uani 1 1 d . . . . .
H01A H -0.1341 0.2605 0.4068 0.076 Uiso 1 1 calc GR . . . .
H01B H -0.1450 0.3696 0.4047 0.076 Uiso 1 1 calc GR . . . .
H01C H -0.1308 0.3172 0.4863 0.076 Uiso 1 1 calc GR . . . .
C011 C 0.2370(5) 0.4312(5) 0.7430(3) 0.0360(15) Uani 1 1 d . . . . .
H011 H 0.1696 0.4270 0.7441 0.043 Uiso 1 1 calc R . . . .
C012 C 0.6490(4) 0.3220(4) 0.3183(3) 0.0280(13) Uani 1 1 d . . . . .
H012 H 0.7156 0.3204 0.3122 0.034 Uiso 1 1 calc R . . . .
C013 C 0.3968(5) 0.4517(5) 0.8114(3) 0.0389(16) Uani 1 1 d . . . . .
H013 H 0.4355 0.4615 0.8586 0.047 Uiso 1 1 calc R . . . .
C014 C 0.6189(4) 0.2269(4) 0.5332(3) 0.0309(13) Uani 1 1 d . . . . .
H014 H 0.5692 0.2181 0.4929 0.037 Uiso 1 1 calc R . . . .
C015 C 0.5831(4) 0.2832(4) 0.2608(3) 0.0283(13) Uani 1 1 d . . . . .
H015 H 0.6056 0.2554 0.2162 0.034 Uiso 1 1 calc R . . . .
C016 C 0.8572(4) 0.4186(5) 0.7714(4) 0.0394(16) Uani 1 1 d . . . . .
H016 H 0.8933 0.4047 0.8190 0.047 Uiso 1 1 calc R . . . .
C017 C 0.2976(5) 0.4424(6) 0.8133(4) 0.0450(18) Uani 1 1 d . . . . .
H017 H 0.2705 0.4436 0.8617 0.054 Uiso 1 1 calc R . . . .
C018 C 0.9034(4) 0.4361(4) 0.7037(4) 0.0363(15) Uani 1 1 d . . . . .
H018 H 0.9712 0.4338 0.7061 0.044 Uiso 1 1 calc R . . . .
C019 C 0.0278(4) 0.3198(4) 0.3608(4) 0.0336(14) Uani 1 1 d . . . . .
C01A C 0.7704(5) 0.1752(6) 0.6020(4) 0.0526(19) Uani 1 1 d . . . . .
H01D H 0.7726 0.2385 0.6210 0.079 Uiso 1 1 calc GR . . . .
H01E H 0.8306 0.1605 0.5801 0.079 Uiso 1 1 calc GR . . . .
H01F H 0.7613 0.1336 0.6452 0.079 Uiso 1 1 calc GR . . . .
C01B C 0.6854(7) 0.0823(6) 0.4913(4) 0.067(3) Uani 1 1 d . . . . .
H01G H 0.6770 0.0281 0.5233 0.101 Uiso 1 1 calc GR . . . .
H01H H 0.7453 0.0769 0.4664 0.101 Uiso 1 1 calc GR . . . .
H01I H 0.6317 0.0872 0.4513 0.101 Uiso 1 1 calc GR . . . .


_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
Y001 Zn00 3.4882(7) . ?
Y001 Zn00 3.5272(8) 3_666 ?
Y001 O003 2.358(4) . ?
Y001 O004 2.302(3) 3_666 ?
Y001 O005 2.150(3) . ?
Y001 O006 2.482(4) . ?
Y001 O007 2.429(4) . ?
Y001 O008 2.293(3) . ?
Y001 O00A 2.493(4) . ?
Y001 N00D 2.442(4) . ?
Y001 N00E 2.887(5) . ?
Zn00 Y001 3.5273(8) 3_666 ?
Zn00 O003 2.374(3) 3_666 ?
Zn00 O003 2.049(3) . ?
Zn00 O004 2.087(4) . ?
Zn00 O008 2.056(4) . ?
Zn00 O009 2.094(4) . ?
Zn00 N00C 2.055(4) . ?
O003 Zn00 2.374(3) 3_666 ?
O003 C00G 1.369(6) . ?
O004 Y001 2.302(3) 3_666 ?
O004 C00L 1.357(6) . ?
O005 C00I 1.314(6) . ?
O006 C00R 1.387(6) . ?
O006 C00W 1.445(6) . ?
O007 N00E 1.277(6) . ?
O008 C00K 1.325(6) . ?
O009 C014 1.226(7) . ?
O00A N00E 1.270(7) . ?
O00B C010 1.411(7) . ?
O00B C019 1.373(8) . ?
N00C C00H 1.422(6) . ?
N00C C00O 1.280(7) . ?
N00D C00M 1.427(7) . ?
N00D C00Q 1.290(6) . ?
N00E O00F 1.210(7) . ?
C00G C00M 1.423(6) . ?
C00G C00V 1.388(7) . ?
C00H C00L 1.397(8) . ?
C00H C00S 1.389(7) . ?
C00I C00T 1.406(8) . ?
C00I C019 1.418(8) . ?
N00J C014 1.310(7) . ?
N00J C01A 1.466(8) . ?
N00J C01B 1.443(9) . ?
C00K C00P 1.420(7) . ?
C00K C00R 1.409(7) . ?
C00L C00U 1.395(7) . ?
C00M C00Z 1.389(7) . ?
C00N H00N 0.9300 . ?
C00N C00X 1.370(10) . ?
C00N C00Y 1.370(9) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.446(8) . ?
C00P C013 1.400(9) . ?
C00Q H00Q 0.9300 . ?
C00Q C00T 1.451(8) . ?
C00R C011 1.379(8) . ?
C00S H00S 0.9300 . ?
C00S C016 1.378(8) . ?
C00T C00Y 1.411(7) . ?
C00U H00U 0.9300 . ?
C00U C018 1.385(8) . ?
C00V H00V 0.9300 . ?
C00V C012 1.387(8) . ?
C00W H00A 0.9600 . ?
C00W H00B 0.9600 . ?
C00W H00C 0.9600 . ?
C00X H00X 0.9300 . ?
C00X C019 1.378(8) . ?
C00Y H00Y 0.9300 . ?
C00Z H00Z 0.9300 . ?
C00Z C015 1.397(8) . ?
C010 H01A 0.9600 . ?
C010 H01B 0.9600 . ?
C010 H01C 0.9600 . ?
C011 H011 0.9300 . ?
C011 C017 1.400(8) . ?
C012 H012 0.9300 . ?
C012 C015 1.386(7) . ?
C013 H013 0.9300 . ?
C013 C017 1.373(9) . ?
C014 H014 0.9300 . ?
C015 H015 0.9300 . ?
C016 H016 0.9300 . ?
C016 C018 1.381(9) . ?
C017 H017 0.9300 . ?
C018 H018 0.9300 . ?
C01A H01D 0.9600 . ?
C01A H01E 0.9600 . ?
C01A H01F 0.9600 . ?
C01B H01G 0.9600 . ?
C01B H01H 0.9600 . ?
C01B H01I 0.9600 . ?

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
Zn00 Y001 Zn00 56.020(17) . 3_666 ?
O003 Y001 Zn00 34.67(8) . . ?
O003 Y001 Zn00 41.97(8) . 3_666 ?
O003 Y001 O006 129.42(12) . . ?
O003 Y001 O007 82.70(14) . . ?
O003 Y001 O00A 119.10(14) . . ?
O003 Y001 N00D 68.81(13) . . ?
O003 Y001 N00E 100.71(14) . . ?
O004 Y001 Zn00 87.36(8) 3_666 . ?
O004 Y001 Zn00 34.48(9) 3_666 3_666 ?
O004 Y001 O003 75.71(12) 3_666 . ?
O004 Y001 O006 85.98(13) 3_666 . ?
O004 Y001 O007 153.16(14) 3_666 . ?
O004 Y001 O00A 154.50(14) 3_666 . ?
O004 Y001 N00D 82.50(13) 3_666 . ?
O004 Y001 N00E 175.50(13) 3_666 . ?
O005 Y001 Zn00 120.82(11) . 3_666 ?
O005 Y001 Zn00 176.82(11) . . ?
O005 Y001 O003 143.56(13) . . ?
O005 Y001 O004 89.52(14) . 3_666 ?
O005 Y001 O006 81.21(13) . . ?
O005 Y001 O007 98.83(15) . . ?
O005 Y001 O008 146.27(14) . . ?
O005 Y001 O00A 88.07(15) . . ?
O005 Y001 N00D 76.44(14) . . ?
O005 Y001 N00E 94.97(15) . . ?
O006 Y001 Zn00 104.10(9) . 3_666 ?
O006 Y001 Zn00 99.13(8) . . ?
O006 Y001 O00A 68.57(14) . . ?
O006 Y001 N00E 94.40(15) . . ?
O007 Y001 Zn00 124.28(11) . 3_666 ?
O007 Y001 Zn00 83.74(10) . . ?
O007 Y001 O006 120.41(14) . . ?
O007 Y001 O00A 51.96(15) . . ?
O007 Y001 N00D 74.86(14) . . ?
O007 Y001 N00E 26.02(14) . . ?
O008 Y001 Zn00 72.45(9) . 3_666 ?
O008 Y001 Zn00 34.42(9) . . ?
O008 Y001 O003 68.21(12) . . ?
O008 Y001 O004 90.34(12) . 3_666 ?
O008 Y001 O006 65.15(12) . . ?
O008 Y001 O007 96.34(13) . . ?
O008 Y001 O00A 77.94(14) . . ?
O008 Y001 N00D 136.88(14) . . ?
O008 Y001 N00E 85.76(13) . . ?
O00A Y001 Zn00 149.56(11) . 3_666 ?
O00A Y001 Zn00 95.00(11) . . ?
O00A Y001 N00E 26.00(14) . . ?
N00D Y001 Zn00 102.57(10) . . ?
N00D Y001 Zn00 78.24(10) . 3_666 ?
N00D Y001 O006 154.85(13) . . ?
N00D Y001 O00A 121.41(15) . . ?
N00D Y001 N00E 98.83(15) . . ?
N00E Y001 Zn00 88.16(10) . . ?
N00E Y001 Zn00 141.47(11) . 3_666 ?
Y001 Zn00 Y001 123.981(17) . 3_666 ?
O003 Zn00 Y001 95.50(10) . 3_666 ?
O003 Zn00 Y001 90.78(8) 3_666 . ?
O003 Zn00 Y001 41.63(8) 3_666 3_666 ?
O003 Zn00 Y001 40.89(10) . . ?
O003 Zn00 O003 83.97(13) . 3_666 ?
O003 Zn00 O004 112.88(14) . . ?
O003 Zn00 O008 78.90(14) . . ?
O003 Zn00 O009 94.45(14) . . ?
O004 Zn00 Y001 38.64(9) . 3_666 ?
O004 Zn00 Y001 153.36(9) . . ?
O004 Zn00 O003 79.47(13) . 3_666 ?
O004 Zn00 O009 89.72(16) . . ?
O008 Zn00 Y001 39.08(9) . . ?
O008 Zn00 Y001 127.72(10) . 3_666 ?
O008 Zn00 O003 86.24(13) . 3_666 ?
O008 Zn00 O004 160.11(14) . . ?
O008 Zn00 O009 105.77(16) . . ?
O009 Zn00 Y001 126.52(13) . 3_666 ?
O009 Zn00 Y001 96.20(12) . . ?
O009 Zn00 O003 167.40(15) . 3_666 ?
N00C Zn00 Y001 94.41(12) . 3_666 ?
N00C Zn00 Y001 125.23(13) . . ?
N00C Zn00 O003 97.13(14) . 3_666 ?
N00C Zn00 O003 166.11(16) . . ?
N00C Zn00 O004 80.85(16) . . ?
N00C Zn00 O008 87.34(16) . . ?
N00C Zn00 O009 87.41(15) . . ?
Y001 O003 Zn00 96.40(13) . 3_666 ?
Zn00 O003 Y001 104.44(14) . . ?
Zn00 O003 Zn00 96.03(13) . 3_666 ?
C00G O003 Y001 116.7(3) . . ?
C00G O003 Zn00 111.2(3) . 3_666 ?
C00G O003 Zn00 126.3(3) . . ?
Zn00 O004 Y001 106.88(14) . 3_666 ?
C00L O004 Y001 123.9(3) . 3_666 ?
C00L O004 Zn00 106.7(3) . . ?
C00I O005 Y001 139.4(4) . . ?
C00R O006 Y001 116.2(3) . . ?
C00R O006 C00W 116.8(4) . . ?
C00W O006 Y001 124.3(3) . . ?
N00E O007 Y001 97.4(3) . . ?
Zn00 O008 Y001 106.51(15) . . ?
C00K O008 Y001 123.8(3) . . ?
C00K O008 Zn00 129.4(3) . . ?
C014 O009 Zn00 138.2(4) . . ?
N00E O00A Y001 94.6(3) . . ?
C019 O00B C010 117.5(5) . . ?
C00H N00C Zn00 108.6(3) . . ?
C00O N00C Zn00 129.2(3) . . ?
C00O N00C C00H 122.2(4) . . ?
C00M N00D Y001 113.3(3) . . ?
C00Q N00D Y001 127.6(4) . . ?
C00Q N00D C00M 119.0(4) . . ?
O007 N00E Y001 56.5(3) . . ?
O00A N00E Y001 59.4(3) . . ?
O00A N00E O007 115.8(5) . . ?
O00F N00E Y001 175.3(5) . . ?
O00F N00E O007 122.0(6) . . ?
O00F N00E O00A 122.2(6) . . ?
O003 C00G C00M 118.5(4) . . ?
O003 C00G C00V 122.3(4) . . ?
C00V C00G C00M 119.2(5) . . ?
C00L C00H N00C 115.1(4) . . ?
C00S C00H N00C 124.1(5) . . ?
C00S C00H C00L 120.6(5) . . ?
O005 C00I C00T 123.4(5) . . ?
O005 C00I C019 118.5(6) . . ?
C00T C00I C019 118.1(5) . . ?
C014 N00J C01A 120.5(5) . . ?
C014 N00J C01B 120.8(5) . . ?
C01B N00J C01A 118.6(6) . . ?
O008 C00K C00P 124.0(5) . . ?
O008 C00K C00R 117.5(4) . . ?
C00R C00K C00P 118.5(5) . . ?
O004 C00L C00H 120.2(5) . . ?
O004 C00L C00U 121.3(5) . . ?
C00H C00L C00U 118.5(5) . . ?
C00G C00M N00D 116.4(4) . . ?
C00Z C00M N00D 124.1(4) . . ?
C00Z C00M C00G 119.4(5) . . ?
C00X C00N H00N 120.0 . . ?
C00X C00N C00Y 120.1(5) . . ?
C00Y C00N H00N 120.0 . . ?
N00C C00O H00O 117.2 . . ?
N00C C00O C00P 125.7(5) . . ?
C00P C00O H00O 117.2 . . ?
C00K C00P C00O 123.9(5) . . ?
C013 C00P C00K 118.5(5) . . ?
C013 C00P C00O 117.5(5) . . ?
N00D C00Q H00Q 116.5 . . ?
N00D C00Q C00T 127.0(5) . . ?
C00T C00Q H00Q 116.5 . . ?
O006 C00R C00K 113.4(5) . . ?
C011 C00R O006 124.6(5) . . ?
C011 C00R C00K 122.0(5) . . ?
C00H C00S H00S 119.7 . . ?
C016 C00S C00H 120.6(6) . . ?
C016 C00S H00S 119.7 . . ?
C00I C00T C00Q 124.0(4) . . ?
C00I C00T C00Y 119.8(5) . . ?
C00Y C00T C00Q 116.2(5) . . ?
C00L C00U H00U 120.0 . . ?
C00L C00U C018 119.9(5) . . ?
C018 C00U H00U 120.0 . . ?
C00G C00V H00V 119.5 . . ?
C012 C00V C00G 121.0(4) . . ?
C012 C00V H00V 119.5 . . ?
O006 C00W H00A 109.5 . . ?
O006 C00W H00B 109.5 . . ?
O006 C00W H00C 109.5 . . ?
H00A C00W H00B 109.5 . . ?
H00A C00W H00C 109.5 . . ?
H00B C00W H00C 109.5 . . ?
C00N C00X H00X 119.3 . . ?
C00N C00X C019 121.4(6) . . ?
C019 C00X H00X 119.3 . . ?
C00N C00Y C00T 120.5(6) . . ?
C00N C00Y H00Y 119.7 . . ?
C00T C00Y H00Y 119.7 . . ?
C00M C00Z H00Z 119.9 . . ?
C015 C00Z C00M 120.2(5) . . ?
C015 C00Z H00Z 119.9 . . ?
O00B C010 H01A 109.5 . . ?
O00B C010 H01B 109.5 . . ?
O00B C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?
C00R C011 H011 120.7 . . ?
C00R C011 C017 118.7(6) . . ?
C017 C011 H011 120.7 . . ?
C00V C012 H012 120.1 . . ?
C00V C012 C015 119.8(5) . . ?
C015 C012 H012 120.1 . . ?
C00P C013 H013 119.2 . . ?
C017 C013 C00P 121.6(5) . . ?
C017 C013 H013 119.2 . . ?
O009 C014 N00J 124.6(5) . . ?
O009 C014 H014 117.7 . . ?
N00J C014 H014 117.7 . . ?
C00Z C015 H015 119.8 . . ?
C012 C015 C00Z 120.4(5) . . ?
C012 C015 H015 119.8 . . ?
C00S C016 H016 120.6 . . ?
C00S C016 C018 118.9(5) . . ?
C018 C016 H016 120.6 . . ?
C011 C017 H017 119.7 . . ?
C013 C017 C011 120.5(6) . . ?
C013 C017 H017 119.7 . . ?
C00U C018 H018 119.3 . . ?
C016 C018 C00U 121.5(5) . . ?
C016 C018 H018 119.3 . . ?
O00B C019 C00I 114.3(5) . . ?
O00B C019 C00X 125.5(5) . . ?
C00X C019 C00I 120.2(6) . . ?
N00J C01A H01D 109.5 . . ?
N00J C01A H01E 109.5 . . ?
N00J C01A H01F 109.5 . . ?
H01D C01A H01E 109.5 . . ?
H01D C01A H01F 109.5 . . ?
H01E C01A H01F 109.5 . . ?
N00J C01B H01G 109.5 . . ?
N00J C01B H01H 109.5 . . ?
N00J C01B H01I 109.5 . . ?
H01G C01B H01H 109.5 . . ?
H01G C01B H01I 109.5 . . ?
H01H C01B H01I 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Y001 O003 C00G C00M 21.5(5) . . . . ?
Y001 O003 C00G C00V -159.3(4) . . . . ?
Y001 O004 C00L C00H 100.5(5) 3_666 . . . ?
Y001 O004 C00L C00U -78.5(6) 3_666 . . . ?
Y001 O005 C00I C00T 14.5(9) . . . . ?
Y001 O005 C00I C019 -166.2(4) . . . . ?
Y001 O006 C00R C00K 17.5(6) . . . . ?
Y001 O006 C00R C011 -162.7(5) . . . . ?
Y001 O007 N00E O00A 4.6(5) . . . . ?
Y001 O007 N00E O00F -174.7(5) . . . . ?
Y001 O008 C00K C00P 167.2(4) . . . . ?
Y001 O008 C00K C00R -12.6(6) . . . . ?
Y001 O00A N00E O007 -4.5(5) . . . . ?
Y001 O00A N00E O00F 174.9(5) . . . . ?
Y001 N00D C00M C00G -16.8(5) . . . . ?
Y001 N00D C00M C00Z 162.3(4) . . . . ?
Y001 N00D C00Q C00T -6.8(8) . . . . ?
Zn00 O003 C00G C00M 157.2(3) . . . . ?
Zn00 O003 C00G C00M -87.7(4) 3_666 . . . ?
Zn00 O003 C00G C00V -23.6(6) . . . . ?
Zn00 O003 C00G C00V 91.5(5) 3_666 . . . ?
Zn00 O004 C00L C00H -24.0(6) . . . . ?
Zn00 O004 C00L C00U 157.0(4) . . . . ?
Zn00 O008 C00K C00P -5.6(7) . . . . ?
Zn00 O008 C00K C00R 174.7(3) . . . . ?
Zn00 O009 C014 N00J 152.1(5) . . . . ?
Zn00 N00C C00H C00L 17.8(5) . . . . ?
Zn00 N00C C00H C00S -157.3(5) . . . . ?
Zn00 N00C C00O C00P 5.5(8) . . . . ?
O003 C00G C00M N00D -2.3(7) . . . . ?
O003 C00G C00M C00Z 178.6(4) . . . . ?
O003 C00G C00V C012 -178.3(5) . . . . ?
O004 C00L C00U C018 178.5(5) . . . . ?
O005 C00I C00T C00Q 0.2(9) . . . . ?
O005 C00I C00T C00Y -179.6(6) . . . . ?
O005 C00I C019 O00B 1.9(8) . . . . ?
O005 C00I C019 C00X 179.5(6) . . . . ?
O006 C00R C011 C017 -178.5(6) . . . . ?
O008 C00K C00P C00O 1.1(8) . . . . ?
O008 C00K C00P C013 -176.0(5) . . . . ?
O008 C00K C00R O006 -4.7(7) . . . . ?
O008 C00K C00R C011 175.5(5) . . . . ?
N00C C00H C00L O004 4.8(7) . . . . ?
N00C C00H C00L C00U -176.2(5) . . . . ?
N00C C00H C00S C016 176.9(6) . . . . ?
N00C C00O C00P C00K -1.1(9) . . . . ?
N00C C00O C00P C013 176.0(6) . . . . ?
N00D C00M C00Z C015 -178.9(5) . . . . ?
N00D C00Q C00T C00I -2.3(9) . . . . ?
N00D C00Q C00T C00Y 177.5(6) . . . . ?
C00G C00M C00Z C015 0.2(8) . . . . ?
C00G C00V C012 C015 -0.8(8) . . . . ?
C00H N00C C00O C00P -174.0(5) . . . . ?
C00H C00L C00U C018 -0.6(8) . . . . ?
C00H C00S C016 C018 -1.7(10) . . . . ?
C00I C00T C00Y C00N -0.5(10) . . . . ?
C00K C00P C013 C017 -0.5(10) . . . . ?
C00K C00R C011 C017 1.3(10) . . . . ?
C00L C00H C00S C016 2.1(9) . . . . ?
C00L C00U C018 C016 1.0(10) . . . . ?
C00M N00D C00Q C00T 176.5(5) . . . . ?
C00M C00G C00V C012 0.9(8) . . . . ?
C00M C00Z C015 C012 0.0(8) . . . . ?
C00N C00X C019 O00B 177.8(7) . . . . ?
C00N C00X C019 C00I 0.6(11) . . . . ?
C00O N00C C00H C00L -162.7(5) . . . . ?
C00O N00C C00H C00S 22.3(8) . . . . ?
C00O C00P C013 C017 -177.7(6) . . . . ?
C00P C00K C00R O006 175.6(5) . . . . ?
C00P C00K C00R C011 -4.2(8) . . . . ?
C00P C013 C017 C011 -2.5(11) . . . . ?
C00Q N00D C00M C00G 160.3(5) . . . . ?
C00Q N00D C00M C00Z -20.6(8) . . . . ?
C00Q C00T C00Y C00N 179.8(6) . . . . ?
C00R C00K C00P C00O -179.2(5) . . . . ?
C00R C00K C00P C013 3.7(8) . . . . ?
C00R C011 C017 C013 2.1(11) . . . . ?
C00S C00H C00L O004 -180.0(5) . . . . ?
C00S C00H C00L C00U -1.0(8) . . . . ?
C00S C016 C018 C00U 0.1(10) . . . . ?
C00T C00I C019 O00B -178.7(5) . . . . ?
C00T C00I C019 C00X -1.2(9) . . . . ?
C00V C00G C00M N00D 178.5(4) . . . . ?
C00V C00G C00M C00Z -0.7(7) . . . . ?
C00V C012 C015 C00Z 0.3(8) . . . . ?
C00W O006 C00R C00K 179.8(5) . . . . ?
C00W O006 C00R C011 -0.4(8) . . . . ?
C00X C00N C00Y C00T -0.2(11) . . . . ?
C00Y C00N C00X C019 0.1(11) . . . . ?
C010 O00B C019 C00I -176.6(6) . . . . ?
C010 O00B C019 C00X 6.1(10) . . . . ?
C019 C00I C00T C00Q -179.1(5) . . . . ?
C019 C00I C00T C00Y 1.1(9) . . . . ?
C01A N00J C014 O009 -1.1(10) . . . . ?
C01B N00J C014 O009 175.9(7) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1Eu
_database_code_depnum_ccdc_archive 'CCDC 1452419'
_audit_update_record             
;
2016-02-09 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;
_audit_creation_date             2016-01-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C62 H58 Eu2 N8 O20 Zn2'
_chemical_formula_sum            'C62 H58 Eu2 N8 O20 Zn2'
_chemical_formula_weight         1669.82
_chemical_melting_point          ?
_chemical_oxdiff_formula         Zn2Eu2C60H100N16O16
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -8.9294 11.1857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   13.8125(4)
_cell_length_b                   14.3087(5)
_cell_length_c                   16.9783(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.498(3)
_cell_angle_gamma                90
_cell_volume                     3340.12(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7576
_cell_measurement_temperature    173
_cell_measurement_theta_max      61.0100
_cell_measurement_theta_min      4.0170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    14.709
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_av_unetI/netI     0.0651
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17052
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         61.143
_diffrn_reflns_theta_min         4.460
_diffrn_ambient_temperature      173
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1033
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     33.00 100.00   1.00    1.00    --   36.88  57.00   0.00   67
  2  ω     79.00 156.00   1.00    4.50    --   86.50  30.00 -90.00   77
  3  ω     97.00 146.00   1.00    4.50    --   86.50 111.00-180.00   49
  4  ω     66.00 112.00   1.00    4.50    --   86.50  77.00-180.00   46
  5  ω     55.00  82.00   1.00    4.50    --   86.50 -33.00  -6.29   27
  6  ω     39.00  64.00   1.00    4.50    --   86.50 -30.00  30.00   25
  7  ω     55.00 133.00   1.00    4.50    --   86.50  18.00  98.39   78
  8  ω    105.00 130.00   1.00    4.50    --   86.50  77.00  30.00   25
  9  ω     98.00 124.00   1.00    4.50    --   86.50 111.00 150.00   26
 10  ω     20.00  83.00   1.00    4.50    --   86.50 -45.00  90.00   63
 11  ω     78.00 110.00   1.00    4.50    --   86.50 -93.00 121.66   32
 12  ω     63.00  90.00   1.00    4.50    --   86.50-111.00  90.00   27
 13  ω     63.00  89.00   1.00    4.50    --   86.50-111.00 150.00   26
 14  ω     66.00  98.00   1.00    4.50    --   86.50-129.00 165.00   32
 15  ω     31.00  57.00   1.00    4.50    --   86.50 -95.00  60.00   26
 16  ω     67.00 119.00   1.00    4.50    --   86.50 -92.00  -1.96   52
 17  ω     33.00  59.00   1.00    4.50    --   86.50-111.00 -60.00   26
 18  ω     21.00  93.00   1.00    4.50    --   86.50 -61.00 -90.00   72
 19  ω     55.00 106.00   1.00    4.50    --   86.50 -77.00-180.00   51
 20  ω    -22.00  76.00   1.00    1.00    --   36.88 -99.00 -90.00   98
 21  ω     27.00  53.00   1.00    4.50    --   86.50-129.00 165.00   26
 22  ω   -109.00 -84.00   1.00    1.00    --  -36.88-178.00-120.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0182953000
_diffrn_orient_matrix_UB_12      -0.0391325000
_diffrn_orient_matrix_UB_13      -0.0847155000
_diffrn_orient_matrix_UB_21      -0.0001440000
_diffrn_orient_matrix_UB_22      0.1000849000
_diffrn_orient_matrix_UB_23      -0.0333970000
_diffrn_orient_matrix_UB_31      0.1105181000
_diffrn_orient_matrix_UB_32      -0.0063941000
_diffrn_orient_matrix_UB_33      -0.0050798000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4560
_reflns_number_total             5096
_reflns_odcompleteness_completeness 85.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.628
_refine_diff_density_min         -1.019
_refine_diff_density_rms         0.130
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     428
_refine_ls_number_reflns         5096
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.030
_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)+(0.0704P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_ref         0.1176
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00J(H00J), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00T(H00T),
 C00U(H00U), C00V(H00V), C00Y(H00Y), C00Z(H00Z), C011(H011), C012(H012),
 C013(H013), C014(H014), C015(H015), C016(H016), C017(H017)
2.b Idealised Me refined as rotating group:
 C018(H01A,H01B,H01C), C019(H01D,H01E,H01F), C01A(H01G,H01H,H01I), C01B(H01J,
 H01K,H01L)
;
_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
Eu01 Eu 0.67863(2) 0.63527(2) 0.51024(2) 0.01618(14) Uani 1 1 d . . . . .
Zn02 Zn 0.44513(4) 0.56822(5) 0.43161(4) 0.01741(19) Uani 1 1 d . . . . .
O003 O 0.3042(2) 0.5191(2) 0.4406(2) 0.0208(8) Uani 1 1 d . . . . .
O004 O 0.5192(2) 0.5905(2) 0.5411(2) 0.0183(7) Uani 1 1 d . . . . .
O005 O 0.5842(2) 0.5782(2) 0.3994(2) 0.0206(8) Uani 1 1 d . . . . .
O006 O 0.8242(3) 0.6673(3) 0.5658(2) 0.0308(9) Uani 1 1 d . . . . .
O007 O 0.7712(2) 0.5808(3) 0.3981(2) 0.0261(9) Uani 1 1 d . . . . .
O008 O 0.3934(3) 0.7061(3) 0.4234(2) 0.0361(10) Uani 1 1 d . . . . .
N009 N 0.6542(3) 0.6681(3) 0.6491(3) 0.0193(9) Uani 1 1 d . . . . .
N00A N 0.3993(3) 0.5534(3) 0.3126(3) 0.0201(9) Uani 1 1 d . . . . .
O00B O 0.6107(3) 0.7959(3) 0.5088(3) 0.0416(11) Uani 1 1 d . . . . .
O00C O 0.6961(3) 0.7644(3) 0.4120(3) 0.0394(10) Uani 1 1 d . . . . .
O00D O 1.0138(3) 0.6682(4) 0.5714(3) 0.0470(12) Uani 1 1 d . . . . .
C00E C 0.4869(4) 0.6334(3) 0.6050(3) 0.0150(11) Uani 1 1 d . . . . .
C00F C 0.6163(4) 0.5669(3) 0.3296(3) 0.0184(11) Uani 1 1 d . . . . .
N00G N 0.6422(4) 0.8217(4) 0.4442(3) 0.0391(13) Uani 1 1 d . . . . .
C00H C 0.2966(4) 0.5560(4) 0.3031(3) 0.0208(11) Uani 1 1 d . . . . .
O00I O 0.6209(5) 0.8984(4) 0.4146(3) 0.0721(18) Uani 1 1 d . . . . .
C00J C 0.3556(4) 0.6813(4) 0.6801(4) 0.0282(13) Uani 1 1 d . . . . .
H00J H 0.2881 0.6840 0.6863 0.034 Uiso 1 1 calc R . . . .
C00K C 0.5532(3) 0.6729(3) 0.6631(3) 0.0170(10) Uani 1 1 d . . . . .
N00L N 0.3134(4) 0.8340(4) 0.4601(3) 0.0376(12) Uani 1 1 d . . . . .
C00M C 0.5566(4) 0.5505(4) 0.2583(3) 0.0239(12) Uani 1 1 d . . . . .
C00N C 0.2509(3) 0.5403(4) 0.3728(3) 0.0191(11) Uani 1 1 d . . . . .
C00O C 0.4515(4) 0.5447(4) 0.2549(3) 0.0213(11) Uani 1 1 d . . . . .
H00O H 0.4179 0.5331 0.2044 0.026 Uiso 1 1 calc R . . . .
C00P C 0.3868(4) 0.6392(3) 0.6138(3) 0.0205(12) Uani 1 1 d . . . . .
H00P H 0.3408 0.6143 0.5742 0.025 Uiso 1 1 calc R . . . .
C00Q C 0.4211(4) 0.7192(4) 0.7371(3) 0.0290(13) Uani 1 1 d . . . . .
H00Q H 0.3986 0.7481 0.7823 0.035 Uiso 1 1 calc R . . . .
C00R C 0.7194(4) 0.6753(4) 0.7085(3) 0.0235(11) Uani 1 1 d . . . . .
H00R H 0.6964 0.6800 0.7592 0.028 Uiso 1 1 calc R . . . .
C00S C 0.7186(4) 0.5712(4) 0.3252(3) 0.0256(12) Uani 1 1 d . . . . .
C00T C 0.1491(4) 0.5476(4) 0.3683(4) 0.0278(13) Uani 1 1 d . . . . .
H00T H 0.1162 0.5386 0.4143 0.033 Uiso 1 1 calc R . . . .
C00U C 0.5997(5) 0.5442(5) 0.1874(4) 0.0406(16) Uani 1 1 d . . . . .
H00U H 0.5598 0.5325 0.1397 0.049 Uiso 1 1 calc R . . . .
C00V C 0.5200(4) 0.7155(4) 0.7291(3) 0.0260(12) Uani 1 1 d . . . . .
H00V H 0.5650 0.7420 0.7686 0.031 Uiso 1 1 calc R . . . .
C00W C 0.8706(4) 0.6731(4) 0.6365(3) 0.0254(12) Uani 1 1 d . . . . .
C00X C 0.8243(4) 0.6769(4) 0.7062(4) 0.0279(13) Uani 1 1 d . . . . .
C00Y C 0.2419(4) 0.5788(5) 0.2327(4) 0.0335(14) Uani 1 1 d . . . . .
H00Y H 0.2735 0.5906 0.1864 0.040 Uiso 1 1 calc R . . . .
C00Z C 0.3857(5) 0.7740(4) 0.4653(4) 0.0354(14) Uani 1 1 d . . . . .
H00Z H 0.4369 0.7847 0.5058 0.043 Uiso 1 1 calc R . . . .
C010 C 0.9742(4) 0.6742(5) 0.6425(4) 0.0348(14) Uani 1 1 d . . . . .
C011 C 0.7581(4) 0.5658(5) 0.2540(4) 0.0372(15) Uani 1 1 d . . . . .
H011 H 0.8265 0.5700 0.2522 0.045 Uiso 1 1 calc R . . . .
C012 C 1.0278(4) 0.6797(5) 0.7159(4) 0.0456(17) Uani 1 1 d . . . . .
H012 H 1.0968 0.6805 0.7191 0.055 Uiso 1 1 calc R . . . .
C013 C 0.1423(4) 0.5841(5) 0.2297(4) 0.0399(16) Uani 1 1 d . . . . .
H013 H 0.1051 0.5990 0.1814 0.048 Uiso 1 1 calc R . . . .
C014 C 0.9807(4) 0.6839(6) 0.7846(4) 0.0476(18) Uani 1 1 d . . . . .
H014 H 1.0172 0.6886 0.8348 0.057 Uiso 1 1 calc R . . . .
C015 C 0.6971(5) 0.5543(6) 0.1848(4) 0.0505(19) Uani 1 1 d . . . . .
H015 H 0.7237 0.5534 0.1352 0.061 Uiso 1 1 calc R . . . .
C016 C 0.0970(4) 0.5680(5) 0.2965(4) 0.0374(15) Uani 1 1 d . . . . .
H016 H 0.0280 0.5709 0.2937 0.045 Uiso 1 1 calc R . . . .
C017 C 0.8807(4) 0.6813(5) 0.7795(4) 0.0402(16) Uani 1 1 d . . . . .
H017 H 0.8490 0.6826 0.8267 0.048 Uiso 1 1 calc R . . . .
C018 C 0.8757(4) 0.5898(5) 0.3999(4) 0.0344(14) Uani 1 1 d . . . . .
H01A H 0.8915 0.6402 0.3642 0.052 Uiso 1 1 calc GR . . . .
H01B H 0.9033 0.5309 0.3828 0.052 Uiso 1 1 calc GR . . . .
H01C H 0.9030 0.6044 0.4539 0.052 Uiso 1 1 calc GR . . . .
C019 C 1.1154(4) 0.6793(6) 0.5710(5) 0.0506(19) Uani 1 1 d . . . . .
H01D H 1.1328 0.6768 0.5165 0.076 Uiso 1 1 calc GR . . . .
H01E H 1.1489 0.6289 0.6019 0.076 Uiso 1 1 calc GR . . . .
H01F H 1.1350 0.7397 0.5945 0.076 Uiso 1 1 calc GR . . . .
C01A C 0.2327(5) 0.8234(7) 0.3978(5) 0.063(2) Uani 1 1 d . . . . .
H01G H 0.2391 0.7636 0.3706 0.094 Uiso 1 1 calc GR . . . .
H01H H 0.2344 0.8747 0.3597 0.094 Uiso 1 1 calc GR . . . .
H01I H 0.1708 0.8247 0.4216 0.094 Uiso 1 1 calc GR . . . .
C01B C 0.3137(9) 0.9138(7) 0.5094(6) 0.080(3) Uani 1 1 d . . . . .
H01J H 0.3705 0.9115 0.5488 0.120 Uiso 1 1 calc GR . . . .
H01K H 0.2542 0.9147 0.5365 0.120 Uiso 1 1 calc GR . . . .
H01L H 0.3168 0.9703 0.4772 0.120 Uiso 1 1 calc GR . . . .


_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
Eu01 Zn02 3.5043(7) . ?
Eu01 O003 2.365(3) 3_666 ?
Eu01 O004 2.400(3) . ?
Eu01 O005 2.333(4) . ?
Eu01 O006 2.186(4) . ?
Eu01 O007 2.517(3) . ?
Eu01 N009 2.458(4) . ?
Eu01 O00B 2.482(4) . ?
Eu01 O00C 2.517(4) . ?
Eu01 C00E 3.229(5) . ?
Eu01 C00F 3.256(5) . ?
Eu01 N00G 2.919(5) . ?
Zn02 Eu01 3.5635(7) 3_666 ?
Zn02 O003 2.089(3) . ?
Zn02 O004 2.060(4) . ?
Zn02 O004 2.360(4) 3_666 ?
Zn02 O005 2.053(3) . ?
Zn02 O008 2.098(4) . ?
Zn02 N00A 2.070(5) . ?
O003 Eu01 2.365(3) 3_666 ?
O003 C00N 1.341(6) . ?
O004 Zn02 2.360(4) 3_666 ?
O004 C00E 1.358(6) . ?
O005 C00F 1.313(6) . ?
O006 C00W 1.308(7) . ?
O007 C00S 1.381(7) . ?
O007 C018 1.446(6) . ?
O008 C00Z 1.215(8) . ?
N009 C00K 1.439(6) . ?
N009 C00R 1.290(7) . ?
N00A C00H 1.413(7) . ?
N00A C00O 1.277(7) . ?
O00B N00G 1.273(7) . ?
O00C N00G 1.267(7) . ?
O00D C010 1.374(8) . ?
O00D C019 1.413(7) . ?
C00E C00K 1.399(7) . ?
C00E C00P 1.406(8) . ?
C00F C00M 1.416(8) . ?
C00F C00S 1.424(8) . ?
N00G O00I 1.231(8) . ?
C00H C00N 1.412(7) . ?
C00H C00Y 1.390(8) . ?
C00J H00J 0.9500 . ?
C00J C00P 1.381(8) . ?
C00J C00Q 1.371(8) . ?
C00K C00V 1.391(7) . ?
N00L C00Z 1.314(8) . ?
N00L C01A 1.469(10) . ?
N00L C01B 1.416(11) . ?
C00M C00O 1.450(8) . ?
C00M C00U 1.397(8) . ?
C00N C00T 1.404(7) . ?
C00O H00O 0.9500 . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?
C00Q C00V 1.387(8) . ?
C00R H00R 0.9500 . ?
C00R C00X 1.452(7) . ?
C00S C011 1.375(8) . ?
C00T H00T 0.9500 . ?
C00T C016 1.387(9) . ?
C00U H00U 0.9500 . ?
C00U C015 1.357(10) . ?
C00V H00V 0.9500 . ?
C00W C00X 1.399(8) . ?
C00W C010 1.426(8) . ?
C00X C017 1.405(9) . ?
C00Y H00Y 0.9500 . ?
C00Y C013 1.373(9) . ?
C00Z H00Z 0.9500 . ?
C010 C012 1.389(10) . ?
C011 H011 0.9500 . ?
C011 C015 1.389(10) . ?
C012 H012 0.9500 . ?
C012 C014 1.391(10) . ?
C013 H013 0.9500 . ?
C013 C016 1.366(9) . ?
C014 H014 0.9500 . ?
C014 C017 1.376(9) . ?
C015 H015 0.9500 . ?
C016 H016 0.9500 . ?
C017 H017 0.9500 . ?
C018 H01A 0.9800 . ?
C018 H01B 0.9800 . ?
C018 H01C 0.9800 . ?
C019 H01D 0.9800 . ?
C019 H01E 0.9800 . ?
C019 H01F 0.9800 . ?
C01A H01G 0.9800 . ?
C01A H01H 0.9800 . ?
C01A H01I 0.9800 . ?
C01B H01J 0.9800 . ?
C01B H01K 0.9800 . ?
C01B H01L 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 Eu01 Zn02 86.34(8) 3_666 . ?
O003 Eu01 O004 74.72(11) 3_666 . ?
O003 Eu01 O007 86.37(12) 3_666 . ?
O003 Eu01 N009 81.85(13) 3_666 . ?
O003 Eu01 O00B 153.29(13) 3_666 . ?
O003 Eu01 O00C 155.08(13) 3_666 . ?
O003 Eu01 C00E 82.85(11) 3_666 . ?
O003 Eu01 C00F 93.46(12) 3_666 . ?
O003 Eu01 N00G 175.52(13) 3_666 . ?
O004 Eu01 Zn02 34.88(8) . . ?
O004 Eu01 O007 128.78(12) . . ?
O004 Eu01 N009 68.17(12) . . ?
O004 Eu01 O00B 83.98(13) . . ?
O004 Eu01 O00C 119.31(13) . . ?
O004 Eu01 C00E 22.29(12) . . ?
O004 Eu01 C00F 87.72(12) . . ?
O004 Eu01 N00G 101.55(14) . . ?
O005 Eu01 Zn02 34.29(8) . . ?
O005 Eu01 O003 89.26(12) . 3_666 ?
O005 Eu01 O004 68.24(11) . . ?
O005 Eu01 O007 64.30(12) . . ?
O005 Eu01 N009 136.33(13) . . ?
O005 Eu01 O00B 97.75(14) . . ?
O005 Eu01 O00C 78.69(14) . . ?
O005 Eu01 C00E 88.71(12) . . ?
O005 Eu01 C00F 19.52(12) . . ?
O005 Eu01 N00G 87.01(14) . . ?
O006 Eu01 Zn02 175.33(11) . . ?
O006 Eu01 O003 89.24(14) . 3_666 ?
O006 Eu01 O004 141.94(13) . . ?
O006 Eu01 O005 147.28(13) . . ?
O006 Eu01 O007 82.99(14) . . ?
O006 Eu01 N009 75.62(14) . . ?
O006 Eu01 O00B 98.13(16) . . ?
O006 Eu01 O00C 89.38(15) . . ?
O006 Eu01 C00E 123.47(14) . . ?
O006 Eu01 C00F 128.21(14) . . ?
O006 Eu01 N00G 95.25(15) . . ?
O007 Eu01 Zn02 98.22(8) . . ?
O007 Eu01 O00C 68.76(13) . . ?
O007 Eu01 C00E 151.06(12) . . ?
O007 Eu01 C00F 45.74(12) . . ?
O007 Eu01 N00G 94.23(15) . . ?
N009 Eu01 Zn02 102.22(10) . . ?
N009 Eu01 O007 155.62(13) . . ?
N009 Eu01 O00B 75.29(15) . . ?
N009 Eu01 O00C 121.76(14) . . ?
N009 Eu01 C00E 47.86(13) . . ?
N009 Eu01 C00F 155.85(13) . . ?
N009 Eu01 N00G 99.17(15) . . ?
O00B Eu01 Zn02 85.21(11) . . ?
O00B Eu01 O007 119.91(14) . . ?
O00B Eu01 O00C 51.24(14) . . ?
O00B Eu01 C00E 71.64(13) . . ?
O00B Eu01 C00F 101.74(14) . . ?
O00B Eu01 N00G 25.68(15) . . ?
O00C Eu01 Zn02 95.27(11) . . ?
O00C Eu01 C00E 118.17(13) . . ?
O00C Eu01 C00F 68.25(14) . . ?
O00C Eu01 N00G 25.61(15) . . ?
C00E Eu01 Zn02 54.44(9) . . ?
C00E Eu01 C00F 108.15(13) . . ?
C00F Eu01 Zn02 53.71(9) . . ?
N00G Eu01 Zn02 89.17(11) . . ?
N00G Eu01 C00E 94.57(14) . . ?
N00G Eu01 C00F 83.83(14) . . ?
Eu01 Zn02 Eu01 124.512(19) . 3_666 ?
O003 Zn02 Eu01 39.61(9) . 3_666 ?
O003 Zn02 Eu01 153.42(10) . . ?
O003 Zn02 O004 80.82(12) . 3_666 ?
O003 Zn02 O008 90.45(16) . . ?
O004 Zn02 Eu01 41.78(9) . . ?
O004 Zn02 Eu01 94.94(10) . 3_666 ?
O004 Zn02 Eu01 41.95(7) 3_666 3_666 ?
O004 Zn02 Eu01 91.23(8) 3_666 . ?
O004 Zn02 O003 111.81(13) . . ?
O004 Zn02 O004 84.00(13) . 3_666 ?
O004 Zn02 O008 92.94(16) . . ?
O004 Zn02 N00A 167.53(15) . . ?
O005 Zn02 Eu01 128.08(10) . 3_666 ?
O005 Zn02 Eu01 39.80(10) . . ?
O005 Zn02 O003 161.00(14) . . ?
O005 Zn02 O004 86.32(12) . 3_666 ?
O005 Zn02 O004 80.42(13) . . ?
O005 Zn02 O008 103.77(16) . . ?
O005 Zn02 N00A 87.32(15) . . ?
O008 Zn02 Eu01 128.14(12) . 3_666 ?
O008 Zn02 Eu01 93.60(13) . . ?
O008 Zn02 O004 168.86(14) . 3_666 ?
N00A Zn02 Eu01 125.75(12) . . ?
N00A Zn02 Eu01 94.40(12) . 3_666 ?
N00A Zn02 O003 80.62(15) . . ?
N00A Zn02 O004 97.54(14) . 3_666 ?
N00A Zn02 O008 87.77(17) . . ?
Zn02 O003 Eu01 106.11(14) . 3_666 ?
C00N O003 Eu01 122.8(3) . 3_666 ?
C00N O003 Zn02 107.5(3) . . ?
Zn02 O004 Eu01 96.95(12) 3_666 . ?
Zn02 O004 Eu01 103.34(14) . . ?
Zn02 O004 Zn02 96.00(13) . 3_666 ?
C00E O004 Eu01 115.6(3) . . ?
C00E O004 Zn02 110.9(3) . 3_666 ?
C00E O004 Zn02 128.2(3) . . ?
Zn02 O005 Eu01 105.91(15) . . ?
C00F O005 Eu01 124.1(3) . . ?
C00F O005 Zn02 129.6(3) . . ?
C00W O006 Eu01 139.3(3) . . ?
C00S O007 Eu01 116.6(3) . . ?
C00S O007 C018 117.8(4) . . ?
C018 O007 Eu01 122.3(3) . . ?
C00Z O008 Zn02 139.5(4) . . ?
C00K N009 Eu01 113.1(3) . . ?
C00R N009 Eu01 127.9(3) . . ?
C00R N009 C00K 118.9(4) . . ?
C00H N00A Zn02 108.6(3) . . ?
C00O N00A Zn02 128.1(4) . . ?
C00O N00A C00H 123.3(5) . . ?
N00G O00B Eu01 96.7(3) . . ?
N00G O00C Eu01 95.2(3) . . ?
C010 O00D C019 118.4(5) . . ?
O004 C00E Eu01 42.1(2) . . ?
O004 C00E C00K 120.1(4) . . ?
O004 C00E C00P 120.9(5) . . ?
C00K C00E Eu01 80.5(3) . . ?
C00K C00E C00P 119.0(4) . . ?
C00P C00E Eu01 156.0(4) . . ?
O005 C00F Eu01 36.4(2) . . ?
O005 C00F C00M 124.9(4) . . ?
O005 C00F C00S 117.6(5) . . ?
C00M C00F Eu01 159.1(3) . . ?
C00M C00F C00S 117.5(5) . . ?
C00S C00F Eu01 82.1(3) . . ?
O00B N00G Eu01 57.7(3) . . ?
O00C N00G Eu01 59.2(3) . . ?
O00C N00G O00B 116.7(5) . . ?
O00I N00G Eu01 175.8(5) . . ?
O00I N00G O00B 121.5(6) . . ?
O00I N00G O00C 121.9(6) . . ?
C00N C00H N00A 115.1(5) . . ?
C00Y C00H N00A 124.2(5) . . ?
C00Y C00H C00N 120.6(5) . . ?
C00P C00J H00J 119.6 . . ?
C00Q C00J H00J 119.6 . . ?
C00Q C00J C00P 120.8(5) . . ?
C00E C00K N009 116.3(4) . . ?
C00V C00K N009 123.6(5) . . ?
C00V C00K C00E 120.0(4) . . ?
C00Z N00L C01A 120.0(6) . . ?
C00Z N00L C01B 121.9(7) . . ?
C01B N00L C01A 118.0(7) . . ?
C00F C00M C00O 122.8(5) . . ?
C00U C00M C00F 119.1(5) . . ?
C00U C00M C00O 118.0(5) . . ?
O003 C00N C00H 120.2(4) . . ?
O003 C00N C00T 121.9(5) . . ?
C00T C00N C00H 117.9(5) . . ?
N00A C00O C00M 126.9(5) . . ?
N00A C00O H00O 116.6 . . ?
C00M C00O H00O 116.6 . . ?
C00E C00P H00P 120.0 . . ?
C00J C00P C00E 119.9(5) . . ?
C00J C00P H00P 120.0 . . ?
C00J C00Q H00Q 119.9 . . ?
C00J C00Q C00V 120.3(5) . . ?
C00V C00Q H00Q 119.9 . . ?
N009 C00R H00R 116.4 . . ?
N009 C00R C00X 127.2(5) . . ?
C00X C00R H00R 116.4 . . ?
O007 C00S C00F 113.4(4) . . ?
C011 C00S O007 125.1(5) . . ?
C011 C00S C00F 121.5(5) . . ?
C00N C00T H00T 120.1 . . ?
C016 C00T C00N 119.8(5) . . ?
C016 C00T H00T 120.1 . . ?
C00M C00U H00U 119.1 . . ?
C015 C00U C00M 121.8(6) . . ?
C015 C00U H00U 119.1 . . ?
C00K C00V H00V 120.0 . . ?
C00Q C00V C00K 120.0(5) . . ?
C00Q C00V H00V 120.0 . . ?
O006 C00W C00X 123.8(5) . . ?
O006 C00W C010 117.8(5) . . ?
C00X C00W C010 118.5(5) . . ?
C00W C00X C00R 124.0(5) . . ?
C00W C00X C017 119.4(5) . . ?
C017 C00X C00R 116.6(5) . . ?
C00H C00Y H00Y 119.9 . . ?
C013 C00Y C00H 120.3(6) . . ?
C013 C00Y H00Y 119.9 . . ?
O008 C00Z N00L 126.3(6) . . ?
O008 C00Z H00Z 116.8 . . ?
N00L C00Z H00Z 116.8 . . ?
O00D C010 C00W 114.7(5) . . ?
O00D C010 C012 124.7(5) . . ?
C012 C010 C00W 120.6(6) . . ?
C00S C011 H011 120.3 . . ?
C00S C011 C015 119.4(5) . . ?
C015 C011 H011 120.3 . . ?
C010 C012 H012 119.9 . . ?
C010 C012 C014 120.2(5) . . ?
C014 C012 H012 119.9 . . ?
C00Y C013 H013 120.1 . . ?
C016 C013 C00Y 119.8(6) . . ?
C016 C013 H013 120.1 . . ?
C012 C014 H014 120.2 . . ?
C017 C014 C012 119.5(6) . . ?
C017 C014 H014 120.2 . . ?
C00U C015 C011 120.5(6) . . ?
C00U C015 H015 119.8 . . ?
C011 C015 H015 119.8 . . ?
C00T C016 H016 119.2 . . ?
C013 C016 C00T 121.6(5) . . ?
C013 C016 H016 119.2 . . ?
C00X C017 H017 119.1 . . ?
C014 C017 C00X 121.7(6) . . ?
C014 C017 H017 119.1 . . ?
O007 C018 H01A 109.5 . . ?
O007 C018 H01B 109.5 . . ?
O007 C018 H01C 109.5 . . ?
H01A C018 H01B 109.5 . . ?
H01A C018 H01C 109.5 . . ?
H01B C018 H01C 109.5 . . ?
O00D C019 H01D 109.5 . . ?
O00D C019 H01E 109.5 . . ?
O00D C019 H01F 109.5 . . ?
H01D C019 H01E 109.5 . . ?
H01D C019 H01F 109.5 . . ?
H01E C019 H01F 109.5 . . ?
N00L C01A H01G 109.5 . . ?
N00L C01A H01H 109.5 . . ?
N00L C01A H01I 109.5 . . ?
H01G C01A H01H 109.5 . . ?
H01G C01A H01I 109.5 . . ?
H01H C01A H01I 109.5 . . ?
N00L C01B H01J 109.5 . . ?
N00L C01B H01K 109.5 . . ?
N00L C01B H01L 109.5 . . ?
H01J C01B H01K 109.5 . . ?
H01J C01B H01L 109.5 . . ?
H01K C01B H01L 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Eu01 O003 C00N C00H -100.7(5) 3_666 . . . ?
Eu01 O003 C00N C00T 79.4(5) 3_666 . . . ?
Eu01 O004 C00E C00K -21.8(5) . . . . ?
Eu01 O004 C00E C00P 157.9(4) . . . . ?
Eu01 O005 C00F C00M -166.7(4) . . . . ?
Eu01 O005 C00F C00S 13.5(6) . . . . ?
Eu01 O006 C00W C00X -14.6(9) . . . . ?
Eu01 O006 C00W C010 164.5(4) . . . . ?
Eu01 O007 C00S C00F -17.6(6) . . . . ?
Eu01 O007 C00S C011 162.6(5) . . . . ?
Eu01 N009 C00K C00E 17.7(5) . . . . ?
Eu01 N009 C00K C00V -161.2(4) . . . . ?
Eu01 N009 C00R C00X 8.0(8) . . . . ?
Eu01 O00B N00G O00C -4.5(5) . . . . ?
Eu01 O00B N00G O00I 175.2(6) . . . . ?
Eu01 O00C N00G O00B 4.4(5) . . . . ?
Eu01 O00C N00G O00I -175.3(6) . . . . ?
Eu01 C00E C00K N009 -12.4(4) . . . . ?
Eu01 C00E C00K C00V 166.4(5) . . . . ?
Eu01 C00E C00P C00J -143.1(7) . . . . ?
Eu01 C00F C00M C00O -22.1(13) . . . . ?
Eu01 C00F C00M C00U 154.6(8) . . . . ?
Eu01 C00F C00S O007 12.2(4) . . . . ?
Eu01 C00F C00S C011 -168.0(6) . . . . ?
Zn02 O003 C00N C00H 22.7(5) . . . . ?
Zn02 O003 C00N C00T -157.3(4) . . . . ?
Zn02 O004 C00E Eu01 -134.7(4) . . . . ?
Zn02 O004 C00E Eu01 109.1(3) 3_666 . . . ?
Zn02 O004 C00E C00K 87.3(4) 3_666 . . . ?
Zn02 O004 C00E C00K -156.4(4) . . . . ?
Zn02 O004 C00E C00P 23.2(6) . . . . ?
Zn02 O004 C00E C00P -93.0(5) 3_666 . . . ?
Zn02 O005 C00F Eu01 171.1(5) . . . . ?
Zn02 O005 C00F C00M 4.3(7) . . . . ?
Zn02 O005 C00F C00S -175.4(3) . . . . ?
Zn02 O008 C00Z N00L -143.5(6) . . . . ?
Zn02 N00A C00H C00N -17.6(5) . . . . ?
Zn02 N00A C00H C00Y 157.9(5) . . . . ?
Zn02 N00A C00O C00M -5.3(8) . . . . ?
O003 C00N C00T C016 -178.8(5) . . . . ?
O004 C00E C00K N009 2.2(7) . . . . ?
O004 C00E C00K C00V -179.0(5) . . . . ?
O004 C00E C00P C00J 178.5(5) . . . . ?
O005 C00F C00M C00O 0.3(8) . . . . ?
O005 C00F C00M C00U 177.0(5) . . . . ?
O005 C00F C00S O007 4.1(7) . . . . ?
O005 C00F C00S C011 -176.0(5) . . . . ?
O006 C00W C00X C00R -0.3(9) . . . . ?
O006 C00W C00X C017 178.9(6) . . . . ?
O006 C00W C010 O00D -0.5(8) . . . . ?
O006 C00W C010 C012 -179.6(6) . . . . ?
O007 C00S C011 C015 178.7(6) . . . . ?
N009 C00K C00V C00Q 178.4(5) . . . . ?
N009 C00R C00X C00W 1.8(9) . . . . ?
N009 C00R C00X C017 -177.4(6) . . . . ?
N00A C00H C00N O003 -3.7(7) . . . . ?
N00A C00H C00N C00T 176.2(5) . . . . ?
N00A C00H C00Y C013 -176.8(6) . . . . ?
O00D C010 C012 C014 -178.9(7) . . . . ?
C00E C00K C00V C00Q -0.4(8) . . . . ?
C00F C00M C00O N00A 0.3(9) . . . . ?
C00F C00M C00U C015 -0.7(10) . . . . ?
C00F C00S C011 C015 -1.1(10) . . . . ?
C00H N00A C00O C00M 173.4(5) . . . . ?
C00H C00N C00T C016 1.2(8) . . . . ?
C00H C00Y C013 C016 0.7(10) . . . . ?
C00J C00Q C00V C00K -0.2(9) . . . . ?
C00K N009 C00R C00X -176.6(5) . . . . ?
C00K C00E C00P C00J -1.8(7) . . . . ?
C00M C00F C00S O007 -175.7(5) . . . . ?
C00M C00F C00S C011 4.2(8) . . . . ?
C00M C00U C015 C011 3.9(12) . . . . ?
C00N C00H C00Y C013 -1.5(9) . . . . ?
C00N C00T C016 C013 -2.0(10) . . . . ?
C00O N00A C00H C00N 163.4(5) . . . . ?
C00O N00A C00H C00Y -21.0(8) . . . . ?
C00O C00M C00U C015 176.2(7) . . . . ?
C00P C00E C00K N009 -177.5(4) . . . . ?
C00P C00E C00K C00V 1.4(7) . . . . ?
C00P C00J C00Q C00V -0.2(9) . . . . ?
C00Q C00J C00P C00E 1.2(8) . . . . ?
C00R N009 C00K C00E -158.4(5) . . . . ?
C00R N009 C00K C00V 22.8(7) . . . . ?
C00R C00X C017 C014 -179.5(7) . . . . ?
C00S C00F C00M C00O -179.9(5) . . . . ?
C00S C00F C00M C00U -3.3(8) . . . . ?
C00S C011 C015 C00U -2.9(12) . . . . ?
C00U C00M C00O N00A -176.4(6) . . . . ?
C00W C00X C017 C014 1.3(10) . . . . ?
C00W C010 C012 C014 0.1(11) . . . . ?
C00X C00W C010 O00D 178.6(6) . . . . ?
C00X C00W C010 C012 -0.4(9) . . . . ?
C00Y C00H C00N O003 -179.5(5) . . . . ?
C00Y C00H C00N C00T 0.5(8) . . . . ?
C00Y C013 C016 C00T 1.0(11) . . . . ?
C010 C00W C00X C00R -179.4(6) . . . . ?
C010 C00W C00X C017 -0.2(9) . . . . ?
C010 C012 C014 C017 0.9(12) . . . . ?
C012 C014 C017 C00X -1.6(12) . . . . ?
C018 O007 C00S C00F -177.5(5) . . . . ?
C018 O007 C00S C011 2.7(8) . . . . ?
C019 O00D C010 C00W 173.1(6) . . . . ?
C019 O00D C010 C012 -7.9(10) . . . . ?
C01A N00L C00Z O008 -1.5(11) . . . . ?
C01B N00L C00Z O008 -176.7(8) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 197.3 34.9 ?
2 0.000 0.500 0.000 197.3 34.9 ?

_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.661
_oxdiff_exptl_absorpt_empirical_full_min 0.688
####################################################################### 
# 
# 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_7a
_database_code_depnum_ccdc_archive 'CCDC 1452420'
_audit_update_record             
;
2016-02-09 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;
_audit_creation_date             2015-08-04
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2015.07.23 svn.r3196 for OlexSys, GUI svn.r5077)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H18 N2'
_chemical_formula_sum            'C23 H18 N2'
_chemical_formula_weight         322.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Zn2 Dy2 (C14 H11 N O3)4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   10.0681(7)
_cell_length_b                   9.7551(7)
_cell_length_c                   17.5082(11)
_cell_angle_alpha                90
_cell_angle_beta                 94.291(6)
_cell_angle_gamma                90
_cell_volume                     1714.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3035
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.4970
_cell_measurement_theta_min      2.2660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.17653
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0786
_diffrn_reflns_av_unetI/netI     0.0803
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11331
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         26.566
_diffrn_reflns_theta_min         2.318
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 0.0350
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -72.00  116.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000   10.0000  240.0000 188

#__ type_ start__ end____ width___ exp.time_
  2 omega  -72.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000  -50.0000  120.0000 127

#__ type_ start__ end____ width___ exp.time_
  3 omega  -10.00   52.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000   50.0000  240.0000 62
;
_diffrn_measurement_device       'CrystalLogic Kappa (3 circle)'
_diffrn_measurement_device_type  'Kappa Rigaku Saturn724+'
_diffrn_measurement_method       'omega rotation'
_diffrn_orient_matrix_UB_11      0.0113721000
_diffrn_orient_matrix_UB_12      0.0140143000
_diffrn_orient_matrix_UB_13      0.0384927000
_diffrn_orient_matrix_UB_21      -0.0648235000
_diffrn_orient_matrix_UB_22      -0.0173691000
_diffrn_orient_matrix_UB_23      0.0056032000
_diffrn_orient_matrix_UB_31      0.0193577000
_diffrn_orient_matrix_UB_32      -0.0670193000
_diffrn_orient_matrix_UB_33      0.0066147000
_diffrn_radiation_collimation    '0.3 x 1.5 Double Pinhole'
_diffrn_radiation_monochromator  Synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   Synchrotron
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2158
_reflns_number_total             3894
_reflns_odcompleteness_completeness 99.33
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.57
_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, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_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         0.258
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3894
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1319
_refine_ls_R_factor_gt           0.0626
_refine_ls_restrained_S_all      1.033
_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)+(0.0766P)²+0.1142P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1375
_refine_ls_wR_factor_ref         0.1681
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1A)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11),
 C12(H12), C13(H13), C14(H14), C16(H16), C19(H19), C20(H20), C21(H21), C22(H22)
;
_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
N1 N 0.7561(2) 0.2706(2) 0.34752(11) 0.0462(6) Uani 1 1 d . . . . .
H1 H 0.7402 0.3131 0.3035 0.055 Uiso 1 1 calc R . . . .
N2 N 0.4790(2) 0.0601(2) 0.61462(11) 0.0445(5) Uani 1 1 d . . . . .
H2 H 0.3942 0.0373 0.6095 0.053 Uiso 1 1 calc R . . . .
C1 C 0.7756(2) 0.2517(2) 0.55948(12) 0.0352(5) Uani 1 1 d . . . . .
H1A H 0.8642 0.2185 0.5818 0.042 Uiso 1 1 calc R . . . .
C2 C 0.7674(3) 0.4033(2) 0.57998(12) 0.0379(6) Uani 1 1 d . . . . .
C3 C 0.8823(3) 0.4841(3) 0.58124(13) 0.0429(6) Uani 1 1 d . . . . .
H3 H 0.9645 0.4425 0.5712 0.051 Uiso 1 1 calc R . . . .
C4 C 0.8790(3) 0.6229(3) 0.59678(14) 0.0478(7) Uani 1 1 d . . . . .
H4 H 0.9585 0.6756 0.5975 0.057 Uiso 1 1 calc R . . . .
C5 C 0.7599(3) 0.6852(3) 0.61129(14) 0.0499(7) Uani 1 1 d . . . . .
H5 H 0.7570 0.7806 0.6220 0.060 Uiso 1 1 calc R . . . .
C6 C 0.6454(3) 0.6074(3) 0.60998(15) 0.0503(7) Uani 1 1 d . . . . .
H6 H 0.5636 0.6496 0.6201 0.060 Uiso 1 1 calc R . . . .
C7 C 0.6484(3) 0.4688(3) 0.59412(14) 0.0460(6) Uani 1 1 d . . . . .
H7 H 0.5682 0.4172 0.5928 0.055 Uiso 1 1 calc R . . . .
C8 C 0.7470(3) 0.3282(3) 0.41861(13) 0.0423(6) Uani 1 1 d . . . . .
H8 H 0.7240 0.4210 0.4276 0.051 Uiso 1 1 calc R . . . .
C9 C 0.7755(2) 0.2336(2) 0.47403(13) 0.0369(6) Uani 1 1 d . . . . .
C10 C 0.8060(2) 0.1088(2) 0.43573(13) 0.0372(6) Uani 1 1 d . . . . .
C11 C 0.8391(2) -0.0244(2) 0.46019(15) 0.0415(6) Uani 1 1 d . . . . .
H11 H 0.8480 -0.0460 0.5132 0.050 Uiso 1 1 calc R . . . .
C12 C 0.8587(3) -0.1235(3) 0.40614(16) 0.0480(7) Uani 1 1 d . . . . .
H12 H 0.8801 -0.2143 0.4223 0.058 Uiso 1 1 calc R . . . .
C13 C 0.8476(3) -0.0931(3) 0.32793(16) 0.0501(7) Uani 1 1 d . . . . .
H13 H 0.8623 -0.1635 0.2920 0.060 Uiso 1 1 calc R . . . .
C14 C 0.8160(3) 0.0362(3) 0.30192(14) 0.0468(7) Uani 1 1 d . . . . .
H14 H 0.8095 0.0568 0.2487 0.056 Uiso 1 1 calc R . . . .
C15 C 0.7936(3) 0.1366(3) 0.35638(13) 0.0415(6) Uani 1 1 d . . . . .
C16 C 0.5413(3) 0.1489(3) 0.56767(14) 0.0448(6) Uani 1 1 d . . . . .
H16 H 0.4991 0.1943 0.5244 0.054 Uiso 1 1 calc R . . . .
C17 C 0.6722(2) 0.1619(2) 0.59238(13) 0.0363(6) Uani 1 1 d . . . . .
C18 C 0.6930(2) 0.0740(2) 0.65751(13) 0.0354(6) Uani 1 1 d . . . . .
C19 C 0.8057(3) 0.0362(2) 0.70460(13) 0.0396(6) Uani 1 1 d . . . . .
H19 H 0.8907 0.0735 0.6965 0.048 Uiso 1 1 calc R . . . .
C20 C 0.7908(3) -0.0559(2) 0.76278(14) 0.0446(6) Uani 1 1 d . . . . .
H20 H 0.8667 -0.0825 0.7948 0.054 Uiso 1 1 calc R . . . .
C21 C 0.6662(3) -0.1114(3) 0.77582(14) 0.0463(7) Uani 1 1 d . . . . .
H21 H 0.6589 -0.1729 0.8173 0.056 Uiso 1 1 calc R . . . .
C22 C 0.5546(3) -0.0786(2) 0.72994(14) 0.0429(6) Uani 1 1 d . . . . .
H22 H 0.4703 -0.1170 0.7383 0.051 Uiso 1 1 calc R . . . .
C23 C 0.5700(2) 0.0129(2) 0.67072(13) 0.0372(6) 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
N1 H1 0.8800 . ?
N1 C8 1.375(3) . ?
N1 C15 1.367(3) . ?
N2 H2 0.8800 . ?
N2 C16 1.377(3) . ?
N2 C23 1.372(3) . ?
C1 H1A 1.0000 . ?
C1 C2 1.526(3) . ?
C1 C9 1.506(3) . ?
C1 C17 1.507(3) . ?
C2 C3 1.398(4) . ?
C2 C7 1.396(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.378(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.381(4) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C8 C9 1.355(3) . ?
C9 C10 1.434(3) . ?
C10 C11 1.400(3) . ?
C10 C15 1.412(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.377(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.397(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.370(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.397(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.362(3) . ?
C17 C18 1.430(3) . ?
C18 C19 1.401(3) . ?
C18 C23 1.409(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.375(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.401(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.369(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 H1 125.5 . . ?
C15 N1 H1 125.5 . . ?
C15 N1 C8 109.0(2) . . ?
C16 N2 H2 125.4 . . ?
C23 N2 H2 125.4 . . ?
C23 N2 C16 109.2(2) . . ?
C2 C1 H1A 106.5 . . ?
C9 C1 H1A 106.5 . . ?
C9 C1 C2 110.56(19) . . ?
C9 C1 C17 111.25(19) . . ?
C17 C1 H1A 106.5 . . ?
C17 C1 C2 115.0(2) . . ?
C3 C2 C1 119.4(2) . . ?
C7 C2 C1 123.2(2) . . ?
C7 C2 C3 117.3(2) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.6(3) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.3(3) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 119.6 . . ?
C5 C6 C7 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
C2 C7 H7 119.5 . . ?
C6 C7 C2 121.0(3) . . ?
C6 C7 H7 119.5 . . ?
N1 C8 H8 124.9 . . ?
C9 C8 N1 110.2(2) . . ?
C9 C8 H8 124.9 . . ?
C8 C9 C1 128.0(2) . . ?
C8 C9 C10 106.6(2) . . ?
C10 C9 C1 125.4(2) . . ?
C11 C10 C9 134.4(2) . . ?
C11 C10 C15 118.7(2) . . ?
C15 C10 C9 106.9(2) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 119.0(2) . . ?
C12 C11 H11 120.5 . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.3(3) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.4(2) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 121.2 . . ?
C13 C14 C15 117.6(2) . . ?
C15 C14 H14 121.2 . . ?
N1 C15 C10 107.4(2) . . ?
N1 C15 C14 130.6(2) . . ?
C14 C15 C10 122.0(2) . . ?
N2 C16 H16 125.0 . . ?
C17 C16 N2 110.0(2) . . ?
C17 C16 H16 125.0 . . ?
C16 C17 C1 127.8(2) . . ?
C16 C17 C18 106.1(2) . . ?
C18 C17 C1 126.1(2) . . ?
C19 C18 C17 133.7(2) . . ?
C19 C18 C23 118.4(2) . . ?
C23 C18 C17 107.9(2) . . ?
C18 C19 H19 120.7 . . ?
C20 C19 C18 118.6(2) . . ?
C20 C19 H19 120.7 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.5(2) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.3(2) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 H22 121.4 . . ?
C21 C22 C23 117.2(3) . . ?
C23 C22 H22 121.4 . . ?
N2 C23 C18 106.8(2) . . ?
N2 C23 C22 130.3(2) . . ?
C22 C23 C18 123.0(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C8 C9 C1 -179.0(2) . . . . ?
N1 C8 C9 C10 0.7(3) . . . . ?
N2 C16 C17 C1 -178.0(2) . . . . ?
N2 C16 C17 C18 1.2(3) . . . . ?
C1 C2 C3 C4 177.7(2) . . . . ?
C1 C2 C7 C6 -177.8(2) . . . . ?
C1 C9 C10 C11 1.8(4) . . . . ?
C1 C9 C10 C15 179.7(2) . . . . ?
C1 C17 C18 C19 -5.4(4) . . . . ?
C1 C17 C18 C23 177.7(2) . . . . ?
C2 C1 C9 C8 -12.2(3) . . . . ?
C2 C1 C9 C10 168.1(2) . . . . ?
C2 C1 C17 C16 77.0(3) . . . . ?
C2 C1 C17 C18 -102.0(3) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C2 C7 C6 -1.1(4) . . . . ?
C3 C4 C5 C6 -0.1(4) . . . . ?
C4 C5 C6 C7 -0.2(4) . . . . ?
C5 C6 C7 C2 0.8(4) . . . . ?
C7 C2 C3 C4 0.8(3) . . . . ?
C8 N1 C15 C10 1.1(3) . . . . ?
C8 N1 C15 C14 180.0(3) . . . . ?
C8 C9 C10 C11 -178.0(3) . . . . ?
C8 C9 C10 C15 0.0(3) . . . . ?
C9 C1 C2 C3 -79.3(3) . . . . ?
C9 C1 C2 C7 97.4(3) . . . . ?
C9 C1 C17 C16 -49.6(3) . . . . ?
C9 C1 C17 C18 131.3(2) . . . . ?
C9 C10 C11 C12 177.9(3) . . . . ?
C9 C10 C15 N1 -0.7(3) . . . . ?
C9 C10 C15 C14 -179.7(2) . . . . ?
C10 C11 C12 C13 0.7(4) . . . . ?
C11 C10 C15 N1 177.7(2) . . . . ?
C11 C10 C15 C14 -1.3(4) . . . . ?
C11 C12 C13 C14 -0.4(4) . . . . ?
C12 C13 C14 C15 -0.7(4) . . . . ?
C13 C14 C15 N1 -177.1(3) . . . . ?
C13 C14 C15 C10 1.6(4) . . . . ?
C15 N1 C8 C9 -1.2(3) . . . . ?
C15 C10 C11 C12 0.1(4) . . . . ?
C16 N2 C23 C18 -0.4(3) . . . . ?
C16 N2 C23 C22 -179.2(2) . . . . ?
C16 C17 C18 C19 175.4(3) . . . . ?
C16 C17 C18 C23 -1.5(3) . . . . ?
C17 C1 C2 C3 153.7(2) . . . . ?
C17 C1 C2 C7 -29.6(3) . . . . ?
C17 C1 C9 C8 116.8(3) . . . . ?
C17 C1 C9 C10 -62.9(3) . . . . ?
C17 C18 C19 C20 -178.3(2) . . . . ?
C17 C18 C23 N2 1.2(3) . . . . ?
C17 C18 C23 C22 -180.0(2) . . . . ?
C18 C19 C20 C21 -0.3(4) . . . . ?
C19 C18 C23 N2 -176.3(2) . . . . ?
C19 C18 C23 C22 2.6(3) . . . . ?
C19 C20 C21 C22 1.6(4) . . . . ?
C20 C21 C22 C23 -0.8(4) . . . . ?
C21 C22 C23 N2 177.2(2) . . . . ?
C21 C22 C23 C18 -1.4(4) . . . . ?
C23 N2 C16 C17 -0.5(3) . . . . ?
C23 C18 C19 C20 -1.7(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2015-06-29
_olex2_date_sample_submission    2015-03-26
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in oil'
_olex2_submission_original_sample_id KG0112122014
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_8c
_database_code_depnum_ccdc_archive 'CCDC 1452421'
_audit_update_record             
;
2016-02-09 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;
_audit_creation_date             2015-11-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C29 H24 N2 O2'
_chemical_formula_sum            'C29 H24 N2 O2'
_chemical_formula_weight         432.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C27 H20 N2'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9468(4)
_cell_length_b                   10.2850(5)
_cell_length_c                   11.5735(5)
_cell_angle_alpha                75.327(4)
_cell_angle_beta                 82.383(4)
_cell_angle_gamma                81.347(4)
_cell_volume                     1126.82(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10280
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.6080
_cell_measurement_theta_min      2.6160
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90061
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            27043
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.408
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -106.00  74.00   1.00   40.00    --  -16.00   0.00-120.00  180
  2  ω    -54.00  23.00   1.00   40.00    --  -16.00 -72.00  30.00   77
  3  ω    -61.00  23.00   1.00   40.00    --  -16.00 -72.00-150.00   84
  4  ω    -28.00  74.00   1.00   40.00    --  -16.00  72.00 -30.00  102
  5  ω    -16.00   0.00   1.00   40.00    --  -16.00  54.00 150.00   16
  6  ω    -30.00  74.00   1.00   40.00    --  -16.00  72.00  30.00  104
  7  ω    -69.00  23.00   1.00   40.00    --  -16.00 -72.00 -90.00   92
  8  ω    -69.00  23.00   1.00   40.00    --  -16.00 -72.00  90.00   92
  9  ω    -52.00  18.00   1.00   40.00    --  -16.00   0.00  60.00   70
 10  ω      3.00  18.00   1.00   40.00    --  -16.00 -72.00 120.00   15
 11  ω    -30.00  74.00   1.00   40.00    --  -16.00  72.00 120.00  104
 12  ω    -69.00  23.00   1.00   40.00    --  -16.00 -72.00   0.00   92
 13  ω    -69.00  10.00   1.00   40.00    --  -16.00 -72.00-180.00   79
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0043626000
_diffrn_orient_matrix_UB_12      0.0322913000
_diffrn_orient_matrix_UB_13      -0.0620467000
_diffrn_orient_matrix_UB_21      0.0723483000
_diffrn_orient_matrix_UB_22      -0.0114586000
_diffrn_orient_matrix_UB_23      -0.0027212000
_diffrn_orient_matrix_UB_31      -0.0008482000
_diffrn_orient_matrix_UB_32      -0.0631251000
_diffrn_orient_matrix_UB_33      -0.0139954000
_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                3471
_reflns_number_total             4603
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         4603
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0558
_refine_ls_restrained_S_all      1.045
_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)+(0.0660P)²+0.4880P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1337
_refine_ls_wR_factor_ref         0.1463
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H1-N1
 0.88 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C10(H10)
3.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C15(H15), C9(H9), C12(H12), C7(H7), C21(H21), C6(H6),
 C18(H18), C29(H29), C17(H17), C22(H22), C27(H27), C24(H24), C25(H25), C26(H26)
3.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   mixed
_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
O2 O 0.27926(14) 0.12684(13) 0.62067(12) 0.0330(3) Uani 1 1 d . . . . .
O1 O 0.10578(14) 0.77485(13) -0.10604(13) 0.0341(3) Uani 1 1 d . . . . .
N1 N 0.22218(17) 0.26906(17) -0.19389(15) 0.0317(4) Uani 1 1 d D . . . .
N2 N 0.53274(17) 0.37627(17) 0.18892(15) 0.0337(4) Uani 1 1 d . . . . .
H2 H 0.6033 0.4224 0.1672 0.040 Uiso 1 1 calc R . . . .
C14 C 0.36861(19) 0.25967(18) 0.29958(17) 0.0268(4) Uani 1 1 d . . . . .
C4 C 0.19722(18) 0.40653(19) -0.06755(17) 0.0273(4) Uani 1 1 d . . . . .
C5 C 0.19245(19) 0.4015(2) -0.18740(17) 0.0288(4) Uani 1 1 d . . . . .
C8 C 0.23163(19) 0.26999(19) -0.00158(17) 0.0276(4) Uani 1 1 d . . . . .
C3 C 0.16819(19) 0.53175(19) -0.03549(18) 0.0279(4) Uani 1 1 d . . . . .
H3 H 0.1715 0.5373 0.0448 0.033 Uiso 1 1 calc R . . . .
C15 C 0.29917(19) 0.19368(18) 0.40684(17) 0.0280(4) Uani 1 1 d . . . . .
H15 H 0.2213 0.1508 0.4059 0.034 Uiso 1 1 calc R . . . .
C11 C 0.35126(19) 0.27687(19) 0.17590(17) 0.0276(4) Uani 1 1 d . . . . .
C20 C 0.2544(2) 0.0693(2) 0.17364(17) 0.0296(4) Uani 1 1 d . . . . .
C2 C 0.13486(19) 0.64590(19) -0.12351(18) 0.0285(4) Uani 1 1 d . . . . .
C16 C 0.3464(2) 0.19262(19) 0.51294(17) 0.0287(4) Uani 1 1 d . . . . .
C9 C 0.2448(2) 0.1916(2) -0.08231(18) 0.0306(4) Uani 1 1 d . . . . .
H9 H 0.2668 0.0960 -0.0633 0.037 Uiso 1 1 calc R . . . .
C12 C 0.4543(2) 0.3463(2) 0.11188(18) 0.0309(5) Uani 1 1 d . . . . .
H12 H 0.4696 0.3705 0.0268 0.037 Uiso 1 1 calc R . . . .
C10 C 0.2397(2) 0.22267(19) 0.13179(17) 0.0279(4) Uani 1 1 d . . . . .
H10 H 0.1509 0.2576 0.1714 0.033 Uiso 1 1 calc R . . . .
C13 C 0.4833(2) 0.32258(19) 0.30526(18) 0.0294(4) Uani 1 1 d . . . . .
C28 C 0.1639(2) -0.1385(2) 0.28320(18) 0.0323(5) Uani 1 1 d . . . . .
C7 C 0.1306(2) 0.6387(2) -0.24294(18) 0.0320(5) Uani 1 1 d . . . . .
H7 H 0.1074 0.7193 -0.3018 0.038 Uiso 1 1 calc R . . . .
C21 C 0.3787(2) -0.0086(2) 0.14593(18) 0.0340(5) Uani 1 1 d . . . . .
H21 H 0.4527 0.0360 0.1009 0.041 Uiso 1 1 calc R . . . .
C23 C 0.2876(2) -0.2143(2) 0.25304(18) 0.0331(5) Uani 1 1 d . . . . .
C6 C 0.1594(2) 0.5176(2) -0.27584(18) 0.0325(5) Uani 1 1 d . . . . .
H6 H 0.1569 0.5132 -0.3565 0.039 Uiso 1 1 calc R . . . .
C18 C 0.5274(2) 0.3253(2) 0.41330(19) 0.0334(5) Uani 1 1 d . . . . .
H18 H 0.6028 0.3711 0.4155 0.040 Uiso 1 1 calc R . . . .
C29 C 0.1497(2) 0.0046(2) 0.24024(18) 0.0314(5) Uani 1 1 d . . . . .
H29 H 0.0655 0.0563 0.2583 0.038 Uiso 1 1 calc R . . . .
C17 C 0.4578(2) 0.2590(2) 0.51731(19) 0.0329(5) Uani 1 1 d . . . . .
H17 H 0.4857 0.2584 0.5928 0.039 Uiso 1 1 calc R . . . .
C22 C 0.3944(2) -0.1462(2) 0.18253(19) 0.0353(5) Uani 1 1 d . . . . .
H22 H 0.4777 -0.1966 0.1604 0.042 Uiso 1 1 calc R . . . .
C27 C 0.0575(2) -0.2053(2) 0.3553(2) 0.0385(5) Uani 1 1 d . . . . .
H27 H -0.0258 -0.1544 0.3767 0.046 Uiso 1 1 calc R . . . .
C1 C 0.1182(2) 0.7904(2) 0.01077(19) 0.0373(5) Uani 1 1 d . . . . .
H1A H 0.0964 0.8862 0.0122 0.056 Uiso 1 1 calc GR . . . .
H1B H 0.2120 0.7586 0.0311 0.056 Uiso 1 1 calc GR . . . .
H1C H 0.0548 0.7372 0.0694 0.056 Uiso 1 1 calc GR . . . .
C24 C 0.3002(2) -0.3575(2) 0.2946(2) 0.0404(5) Uani 1 1 d . . . . .
H24 H 0.3823 -0.4106 0.2740 0.048 Uiso 1 1 calc R . . . .
C25 C 0.1953(3) -0.4190(2) 0.3638(2) 0.0453(6) Uani 1 1 d . . . . .
H25 H 0.2049 -0.5148 0.3914 0.054 Uiso 1 1 calc R . . . .
C26 C 0.0737(2) -0.3426(2) 0.3946(2) 0.0443(6) Uani 1 1 d . . . . .
H26 H 0.0015 -0.3869 0.4433 0.053 Uiso 1 1 calc R . . . .
C19 C 0.3295(3) -0.0123(2) 0.6580(2) 0.0489(6) Uani 1 1 d . . . . .
H19A H 0.3209 -0.0584 0.5953 0.073 Uiso 1 1 calc GR . . . .
H19B H 0.2766 -0.0534 0.7324 0.073 Uiso 1 1 calc GR . . . .
H19C H 0.4259 -0.0211 0.6719 0.073 Uiso 1 1 calc GR . . . .
H1 H 0.226(2) 0.238(2) -0.2578(16) 0.035(6) Uiso 1 1 d 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
O2 C16 1.395(2) . ?
O2 C19 1.419(3) . ?
O1 C2 1.374(2) . ?
O1 C1 1.424(2) . ?
N1 C5 1.369(3) . ?
N1 C9 1.362(3) . ?
N1 H1 0.871(15) . ?
N2 H2 0.8800 . ?
N2 C12 1.376(2) . ?
N2 C13 1.374(2) . ?
C14 C15 1.402(3) . ?
C14 C11 1.428(3) . ?
C14 C13 1.410(3) . ?
C4 C5 1.408(3) . ?
C4 C8 1.433(3) . ?
C4 C3 1.408(3) . ?
C5 C6 1.391(3) . ?
C8 C9 1.363(3) . ?
C8 C10 1.506(3) . ?
C3 H3 0.9500 . ?
C3 C2 1.376(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.369(3) . ?
C11 C12 1.364(3) . ?
C11 C10 1.511(3) . ?
C20 C10 1.519(3) . ?
C20 C21 1.415(3) . ?
C20 C29 1.363(3) . ?
C2 C7 1.409(3) . ?
C16 C17 1.398(3) . ?
C9 H9 0.9500 . ?
C12 H12 0.9500 . ?
C10 H10 1.0000 . ?
C13 C18 1.387(3) . ?
C28 C23 1.407(3) . ?
C28 C29 1.421(3) . ?
C28 C27 1.408(3) . ?
C7 H7 0.9500 . ?
C7 C6 1.372(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.362(3) . ?
C23 C22 1.410(3) . ?
C23 C24 1.421(3) . ?
C6 H6 0.9500 . ?
C18 H18 0.9500 . ?
C18 C17 1.378(3) . ?
C29 H29 0.9500 . ?
C17 H17 0.9500 . ?
C22 H22 0.9500 . ?
C27 H27 0.9500 . ?
C27 C26 1.361(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C24 H24 0.9500 . ?
C24 C25 1.361(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.396(3) . ?
C26 H26 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 O2 C19 113.31(16) . . ?
C2 O1 C1 116.77(15) . . ?
C5 N1 H1 126.5(14) . . ?
C9 N1 C5 108.49(17) . . ?
C9 N1 H1 125.0(15) . . ?
C12 N2 H2 125.4 . . ?
C13 N2 H2 125.4 . . ?
C13 N2 C12 109.17(16) . . ?
C15 C14 C11 133.36(17) . . ?
C15 C14 C13 118.90(18) . . ?
C13 C14 C11 107.72(16) . . ?
C5 C4 C8 106.68(17) . . ?
C3 C4 C5 119.67(18) . . ?
C3 C4 C8 133.64(18) . . ?
N1 C5 C4 107.94(17) . . ?
N1 C5 C6 130.38(18) . . ?
C6 C5 C4 121.66(18) . . ?
C4 C8 C10 126.47(17) . . ?
C9 C8 C4 106.11(17) . . ?
C9 C8 C10 127.24(18) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 C4 118.20(18) . . ?
C2 C3 H3 120.9 . . ?
C14 C15 H15 120.8 . . ?
C16 C15 C14 118.33(17) . . ?
C16 C15 H15 120.8 . . ?
C14 C11 C10 124.12(16) . . ?
C12 C11 C14 106.37(17) . . ?
C12 C11 C10 129.49(18) . . ?
C21 C20 C10 120.21(17) . . ?
C29 C20 C10 120.85(19) . . ?
C29 C20 C21 118.92(19) . . ?
O1 C2 C3 124.76(18) . . ?
O1 C2 C7 113.98(17) . . ?
C3 C2 C7 121.25(19) . . ?
O2 C16 C17 118.62(17) . . ?
C15 C16 O2 119.25(17) . . ?
C15 C16 C17 122.11(18) . . ?
N1 C9 C8 110.77(18) . . ?
N1 C9 H9 124.6 . . ?
C8 C9 H9 124.6 . . ?
N2 C12 H12 125.1 . . ?
C11 C12 N2 109.88(17) . . ?
C11 C12 H12 125.1 . . ?
C8 C10 C11 113.83(15) . . ?
C8 C10 C20 111.98(16) . . ?
C8 C10 H10 107.0 . . ?
C11 C10 C20 109.76(16) . . ?
C11 C10 H10 107.0 . . ?
C20 C10 H10 107.0 . . ?
N2 C13 C14 106.84(17) . . ?
N2 C13 C18 130.81(18) . . ?
C18 C13 C14 122.35(18) . . ?
C23 C28 C29 118.86(18) . . ?
C23 C28 C27 119.65(19) . . ?
C27 C28 C29 121.5(2) . . ?
C2 C7 H7 119.4 . . ?
C6 C7 C2 121.29(19) . . ?
C6 C7 H7 119.4 . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.30(19) . . ?
C22 C21 H21 119.3 . . ?
C28 C23 C22 119.24(19) . . ?
C28 C23 C24 118.54(19) . . ?
C22 C23 C24 122.2(2) . . ?
C5 C6 H6 121.0 . . ?
C7 C6 C5 117.92(19) . . ?
C7 C6 H6 121.0 . . ?
C13 C18 H18 121.3 . . ?
C17 C18 C13 117.49(18) . . ?
C17 C18 H18 121.3 . . ?
C20 C29 C28 121.3(2) . . ?
C20 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.75(19) . . ?
C18 C17 H17 119.6 . . ?
C21 C22 C23 120.3(2) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C28 C27 H27 119.9 . . ?
C26 C27 C28 120.2(2) . . ?
C26 C27 H27 119.9 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.3(2) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.6(2) . . ?
C26 C25 H25 119.7 . . ?
C27 C26 C25 120.6(2) . . ?
C27 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
O2 C19 H19A 109.5 . . ?
O2 C19 H19B 109.5 . . ?
O2 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C16 C17 C18 179.95(18) . . . . ?
O1 C2 C7 C6 178.90(17) . . . . ?
N1 C5 C6 C7 178.36(19) . . . . ?
N2 C13 C18 C17 -178.7(2) . . . . ?
C14 C15 C16 O2 -179.64(16) . . . . ?
C14 C15 C16 C17 2.3(3) . . . . ?
C14 C11 C12 N2 -1.5(2) . . . . ?
C14 C11 C10 C8 172.21(17) . . . . ?
C14 C11 C10 C20 -61.4(2) . . . . ?
C14 C13 C18 C17 2.5(3) . . . . ?
C4 C5 C6 C7 -0.3(3) . . . . ?
C4 C8 C9 N1 0.4(2) . . . . ?
C4 C8 C10 C11 -64.8(2) . . . . ?
C4 C8 C10 C20 169.94(17) . . . . ?
C4 C3 C2 O1 -179.15(17) . . . . ?
C4 C3 C2 C7 -0.5(3) . . . . ?
C5 N1 C9 C8 -0.4(2) . . . . ?
C5 C4 C8 C9 -0.3(2) . . . . ?
C5 C4 C8 C10 -175.72(17) . . . . ?
C5 C4 C3 C2 0.5(3) . . . . ?
C8 C4 C5 N1 0.1(2) . . . . ?
C8 C4 C5 C6 178.99(17) . . . . ?
C8 C4 C3 C2 -178.31(19) . . . . ?
C3 C4 C5 N1 -179.00(16) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C3 C4 C8 C9 178.6(2) . . . . ?
C3 C4 C8 C10 3.2(3) . . . . ?
C3 C2 C7 C6 0.1(3) . . . . ?
C15 C14 C11 C12 -177.5(2) . . . . ?
C15 C14 C11 C10 1.2(3) . . . . ?
C15 C14 C13 N2 178.79(17) . . . . ?
C15 C14 C13 C18 -2.1(3) . . . . ?
C15 C16 C17 C18 -2.0(3) . . . . ?
C11 C14 C15 C16 177.7(2) . . . . ?
C11 C14 C13 N2 0.3(2) . . . . ?
C11 C14 C13 C18 179.37(18) . . . . ?
C20 C21 C22 C23 -2.2(3) . . . . ?
C2 C7 C6 C5 0.3(3) . . . . ?
C9 N1 C5 C4 0.2(2) . . . . ?
C9 N1 C5 C6 -178.61(19) . . . . ?
C9 C8 C10 C11 120.7(2) . . . . ?
C9 C8 C10 C20 -4.5(3) . . . . ?
C12 N2 C13 C14 -1.2(2) . . . . ?
C12 N2 C13 C18 179.8(2) . . . . ?
C12 C11 C10 C8 -9.4(3) . . . . ?
C12 C11 C10 C20 117.0(2) . . . . ?
C10 C8 C9 N1 175.80(17) . . . . ?
C10 C11 C12 N2 179.88(19) . . . . ?
C10 C20 C21 C22 179.95(18) . . . . ?
C10 C20 C29 C28 -177.90(17) . . . . ?
C13 N2 C12 C11 1.7(2) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C13 C14 C11 C12 0.7(2) . . . . ?
C13 C14 C11 C10 179.46(18) . . . . ?
C13 C18 C17 C16 -0.4(3) . . . . ?
C28 C23 C22 C21 1.2(3) . . . . ?
C28 C23 C24 C25 -1.2(3) . . . . ?
C28 C27 C26 C25 -0.2(4) . . . . ?
C21 C20 C10 C8 71.9(2) . . . . ?
C21 C20 C10 C11 -55.6(2) . . . . ?
C21 C20 C29 C28 0.8(3) . . . . ?
C23 C28 C29 C20 -1.8(3) . . . . ?
C23 C28 C27 C26 -0.8(3) . . . . ?
C23 C24 C25 C26 0.3(3) . . . . ?
C29 C20 C10 C8 -109.4(2) . . . . ?
C29 C20 C10 C11 123.11(19) . . . . ?
C29 C20 C21 C22 1.2(3) . . . . ?
C29 C28 C23 C22 0.8(3) . . . . ?
C29 C28 C23 C24 -178.94(18) . . . . ?
C29 C28 C27 C26 179.6(2) . . . . ?
C22 C23 C24 C25 179.1(2) . . . . ?
C27 C28 C23 C22 -178.88(19) . . . . ?
C27 C28 C23 C24 1.4(3) . . . . ?
C27 C28 C29 C20 177.88(19) . . . . ?
C1 O1 C2 C3 3.3(3) . . . . ?
C1 O1 C2 C7 -175.48(16) . . . . ?
C24 C23 C22 C21 -179.10(19) . . . . ?
C24 C25 C26 C27 0.4(4) . . . . ?
C19 O2 C16 C15 88.7(2) . . . . ?
C19 O2 C16 C17 -93.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.839
_oxdiff_exptl_absorpt_empirical_full_min 0.641
####################################################################### 
# 
# 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_8f
_database_code_depnum_ccdc_archive 'CCDC 1452422'
_audit_update_record             
;
2016-02-09 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;
_audit_creation_date             2015-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H20 N2 O3'
_chemical_formula_sum            'C23 H20 N2 O3'
_chemical_formula_weight         372.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N2O2
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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.8491(5)
_cell_length_b                   10.6531(7)
_cell_length_c                   20.9154(13)
_cell_angle_alpha                90
_cell_angle_beta                 96.794(6)
_cell_angle_gamma                90
_cell_volume                     1957.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1249
_cell_measurement_temperature    173
_cell_measurement_theta_max      25.7250
_cell_measurement_theta_min      3.7250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57377
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            6886
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         3.436
_diffrn_ambient_temperature      173
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1033
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -87.00   3.00   1.00   10.00    --  -17.86 -57.00  30.00   90
  2  ω    -88.00  12.00   1.00   10.00    --  -17.86 -77.00 150.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0313109000
_diffrn_orient_matrix_UB_12      -0.0072558000
_diffrn_orient_matrix_UB_13      -0.0294854000
_diffrn_orient_matrix_UB_21      0.0743094000
_diffrn_orient_matrix_UB_22      0.0061099000
_diffrn_orient_matrix_UB_23      0.0165826000
_diffrn_orient_matrix_UB_31      0.0034271000
_diffrn_orient_matrix_UB_32      -0.0658926000
_diffrn_orient_matrix_UB_33      0.0047605000
_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'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2485
_reflns_number_total             3957
_reflns_odcompleteness_completeness 98.47
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.006(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3957
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1108
_refine_ls_R_factor_gt           0.0696
_refine_ls_restrained_S_all      1.025
_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)+(0.0986P)²+0.9236P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1801
_refine_ls_wR_factor_ref         0.2212
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H13,H2,H1} of C13
 At 1.5 times of:
  {H23A,H23B,H23C} of C23, {H1A,H1B,H1C} of C1
2. Restrained distances
 H2-N2
 0.88 with sigma of 0.02
 H1-N1
 0.88 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C10(H10)
3.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C16(H16), C3(H3), C19(H19), C4(H4), C22(H22), C21(H21),
 C14(H14), C12(H12), C13(H13)
3.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5216(3) 0.7964(2) 0.79665(11) 0.0650(7) Uani 1 1 d . . . . .
O2 O 1.0177(3) 0.6348(3) 0.58161(14) 0.0827(9) Uani 1 1 d . . . . .
N2 N 0.8047(3) 0.7394(3) 0.38588(12) 0.0510(7) Uani 1 1 d D . . . .
O3 O 0.2382(3) 0.9176(2) 0.41846(13) 0.0723(7) Uani 1 1 d . . . . .
C17 C 0.6614(3) 0.7893(3) 0.38509(13) 0.0442(7) Uani 1 1 d . . . . .
C18 C 0.6289(3) 0.7955(2) 0.44945(13) 0.0390(6) Uani 1 1 d . . . . .
C8 C 0.5654(3) 0.4622(2) 0.60100(13) 0.0420(7) Uani 1 1 d . . . . .
H8 H 0.5282 0.3793 0.5929 0.050 Uiso 1 1 calc R . . . .
C15 C 0.7602(3) 0.7500(3) 0.48932(13) 0.0400(7) Uani 1 1 d . . . . .
C7 C 0.6134(3) 0.7410(3) 0.69478(13) 0.0409(7) Uani 1 1 d . . . . .
H7 H 0.6614 0.8200 0.6911 0.049 Uiso 1 1 calc R . . . .
C2 C 0.5379(3) 0.7140(3) 0.74681(14) 0.0452(7) Uani 1 1 d . . . . .
C10 C 0.7769(3) 0.7469(3) 0.56194(13) 0.0411(7) Uani 1 1 d . . . . .
H10 H 0.7348 0.8282 0.5759 0.049 Uiso 1 1 calc R . . . .
C16 C 0.8636(3) 0.7173(3) 0.44869(14) 0.0479(7) Uani 1 1 d . . . . .
H16 H 0.9620 0.6841 0.4619 0.057 Uiso 1 1 calc R . . . .
C3 C 0.4689(4) 0.5975(3) 0.75351(15) 0.0507(8) Uani 1 1 d . . . . .
H3 H 0.4190 0.5815 0.7905 0.061 Uiso 1 1 calc R . . . .
C19 C 0.4866(3) 0.8392(3) 0.46309(14) 0.0441(7) Uani 1 1 d . . . . .
H19 H 0.4630 0.8443 0.5062 0.053 Uiso 1 1 calc R . . . .
C20 C 0.3814(4) 0.8746(3) 0.41174(17) 0.0535(8) Uani 1 1 d . . . . .
C9 C 0.6832(3) 0.6449(3) 0.58796(13) 0.0419(7) Uani 1 1 d . . . . .
C6 C 0.6176(3) 0.6488(3) 0.64747(13) 0.0387(6) Uani 1 1 d . . . . .
C11 C 0.9377(4) 0.7423(4) 0.59149(15) 0.0564(9) Uani 1 1 d . . . . .
C4 C 0.4718(4) 0.5061(3) 0.70781(15) 0.0516(8) Uani 1 1 d . . . . .
H4 H 0.4253 0.4268 0.7126 0.062 Uiso 1 1 calc R . . . .
C22 C 0.5549(4) 0.8263(3) 0.33408(15) 0.0556(8) Uani 1 1 d . . . . .
H22 H 0.5776 0.8226 0.2908 0.067 Uiso 1 1 calc R . . . .
C1 C 0.5917(5) 0.9144(4) 0.7954(2) 0.0877(14) Uani 1 1 d . . . . .
H1A H 0.5360 0.9664 0.7619 0.132 Uiso 1 1 calc GR . . . .
H1B H 0.6970 0.9038 0.7862 0.132 Uiso 1 1 calc GR . . . .
H1C H 0.5912 0.9553 0.8374 0.132 Uiso 1 1 calc GR . . . .
C5 C 0.5451(3) 0.5328(3) 0.65410(14) 0.0449(7) Uani 1 1 d . . . . .
N1 N 0.6475(4) 0.5297(3) 0.56155(16) 0.0776(10) Uani 1 1 d D . . . .
C21 C 0.4162(4) 0.8684(3) 0.34843(17) 0.0594(9) Uani 1 1 d . . . . .
H21 H 0.3419 0.8940 0.3144 0.071 Uiso 1 1 calc R . . . .
C23 C 0.1900(4) 0.9096(4) 0.4807(2) 0.0732(11) Uani 1 1 d . . . . .
H23A H 0.0818 0.9311 0.4782 0.110 Uiso 1 1 calc GR . . . .
H23B H 0.2494 0.9682 0.5098 0.110 Uiso 1 1 calc GR . . . .
H23C H 0.2056 0.8238 0.4972 0.110 Uiso 1 1 calc GR . . . .
C14 C 1.1590(6) 0.6517(8) 0.6129(3) 0.129(3) Uani 1 1 d . . . . .
H14 H 1.2383 0.5913 0.6145 0.154 Uiso 1 1 calc R . . . .
C12 C 1.0259(5) 0.8229(5) 0.6273(2) 0.0910(14) Uani 1 1 d . . . . .
H12 H 0.9987 0.9038 0.6413 0.109 Uiso 1 1 calc R . . . .
C13 C 1.1722(6) 0.7615(9) 0.6404(3) 0.139(3) Uani 1 1 d . . . . .
H13 H 1.2609 0.7948 0.6645 0.167 Uiso 1 1 calc R . . . .
H2 H 0.864(6) 0.726(6) 0.355(2) 0.167 Uiso 1 1 d DR . . . .
H1 H 0.658(7) 0.489(5) 0.5221(17) 0.167 Uiso 1 1 d DR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.383(4) . ?
O1 C1 1.404(4) . ?
O2 C11 1.375(4) . ?
O2 C14 1.352(6) . ?
N2 C17 1.373(4) . ?
N2 C16 1.375(4) . ?
N2 H2 0.89(2) . ?
O3 C20 1.370(4) . ?
O3 C23 1.420(5) . ?
C17 C18 1.411(4) . ?
C17 C22 1.394(4) . ?
C18 C15 1.432(4) . ?
C18 C19 1.403(4) . ?
C8 H8 0.9500 . ?
C8 C5 1.370(4) . ?
C8 N1 1.367(4) . ?
C15 C10 1.509(4) . ?
C15 C16 1.366(4) . ?
C7 H7 0.9500 . ?
C7 C2 1.374(4) . ?
C7 C6 1.398(4) . ?
C2 C3 1.398(4) . ?
C10 H10 1.0000 . ?
C10 C9 1.507(4) . ?
C10 C11 1.484(4) . ?
C16 H16 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.367(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.388(4) . ?
C20 C21 1.396(5) . ?
C9 C6 1.435(4) . ?
C9 N1 1.367(4) . ?
C6 C5 1.407(4) . ?
C11 C12 1.330(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.391(4) . ?
C22 H22 0.9500 . ?
C22 C21 1.373(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
N1 H1 0.95(2) . ?
C21 H21 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C14 H14 0.9500 . ?
C14 C13 1.302(10) . ?
C12 H12 0.9500 . ?
C12 C13 1.448(8) . ?
C13 H13 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C1 118.0(2) . . ?
C14 O2 C11 106.2(5) . . ?
C17 N2 C16 108.9(2) . . ?
C17 N2 H2 133(4) . . ?
C16 N2 H2 118(4) . . ?
C20 O3 C23 117.1(3) . . ?
N2 C17 C18 107.4(3) . . ?
N2 C17 C22 131.2(3) . . ?
C22 C17 C18 121.4(3) . . ?
C17 C18 C15 107.3(2) . . ?
C19 C18 C17 119.9(3) . . ?
C19 C18 C15 132.8(3) . . ?
C5 C8 H8 125.4 . . ?
N1 C8 H8 125.4 . . ?
N1 C8 C5 109.3(3) . . ?
C18 C15 C10 124.7(2) . . ?
C16 C15 C18 106.3(3) . . ?
C16 C15 C10 128.9(3) . . ?
C2 C7 H7 121.0 . . ?
C2 C7 C6 118.0(3) . . ?
C6 C7 H7 121.0 . . ?
O1 C2 C3 113.7(2) . . ?
C7 C2 O1 124.6(3) . . ?
C7 C2 C3 121.7(3) . . ?
C15 C10 H10 106.2 . . ?
C9 C10 C15 112.7(2) . . ?
C9 C10 H10 106.2 . . ?
C11 C10 C15 113.3(2) . . ?
C11 C10 H10 106.2 . . ?
C11 C10 C9 111.6(2) . . ?
N2 C16 H16 124.9 . . ?
C15 C16 N2 110.1(3) . . ?
C15 C16 H16 124.9 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.2(3) . . ?
C4 C3 H3 119.4 . . ?
C18 C19 H19 121.0 . . ?
C20 C19 C18 117.9(3) . . ?
C20 C19 H19 121.0 . . ?
O3 C20 C19 123.7(3) . . ?
O3 C20 C21 115.0(3) . . ?
C19 C20 C21 121.2(3) . . ?
C6 C9 C10 126.1(3) . . ?
N1 C9 C10 127.7(3) . . ?
N1 C9 C6 106.2(2) . . ?
C7 C6 C9 133.0(3) . . ?
C7 C6 C5 119.8(2) . . ?
C5 C6 C9 107.2(2) . . ?
O2 C11 C10 116.8(3) . . ?
C12 C11 O2 110.1(4) . . ?
C12 C11 C10 133.1(4) . . ?
C3 C4 H4 121.0 . . ?
C3 C4 C5 117.9(3) . . ?
C5 C4 H4 121.0 . . ?
C17 C22 H22 121.1 . . ?
C21 C22 C17 117.8(3) . . ?
C21 C22 H22 121.1 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C8 C5 C6 107.3(2) . . ?
C8 C5 C4 131.3(3) . . ?
C4 C5 C6 121.4(3) . . ?
C8 N1 H1 113(4) . . ?
C9 N1 C8 110.0(3) . . ?
C9 N1 H1 136(4) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.7(3) . . ?
C22 C21 H21 119.1 . . ?
O3 C23 H23A 109.5 . . ?
O3 C23 H23B 109.5 . . ?
O3 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O2 C14 H14 124.3 . . ?
C13 C14 O2 111.3(6) . . ?
C13 C14 H14 124.3 . . ?
C11 C12 H12 127.3 . . ?
C11 C12 C13 105.5(5) . . ?
C13 C12 H12 127.3 . . ?
C14 C13 C12 106.9(5) . . ?
C14 C13 H13 126.6 . . ?
C12 C13 H13 126.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C2 C3 C4 178.7(3) . . . . ?
O2 C11 C12 C13 0.4(5) . . . . ?
O2 C14 C13 C12 1.0(8) . . . . ?
N2 C17 C18 C15 1.3(3) . . . . ?
N2 C17 C18 C19 -177.8(2) . . . . ?
N2 C17 C22 C21 177.1(3) . . . . ?
O3 C20 C21 C22 -179.5(3) . . . . ?
C17 N2 C16 C15 1.0(3) . . . . ?
C17 C18 C15 C10 176.7(3) . . . . ?
C17 C18 C15 C16 -0.7(3) . . . . ?
C17 C18 C19 C20 0.3(4) . . . . ?
C17 C22 C21 C20 0.1(5) . . . . ?
C18 C17 C22 C21 -0.5(4) . . . . ?
C18 C15 C10 C9 74.0(3) . . . . ?
C18 C15 C10 C11 -158.1(3) . . . . ?
C18 C15 C16 N2 -0.2(3) . . . . ?
C18 C19 C20 O3 179.3(3) . . . . ?
C18 C19 C20 C21 -0.6(4) . . . . ?
C15 C18 C19 C20 -178.6(3) . . . . ?
C15 C10 C9 C6 -149.7(3) . . . . ?
C15 C10 C9 N1 32.6(4) . . . . ?
C15 C10 C11 O2 -67.0(3) . . . . ?
C15 C10 C11 C12 113.2(4) . . . . ?
C7 C2 C3 C4 -1.1(5) . . . . ?
C7 C6 C5 C8 179.2(3) . . . . ?
C7 C6 C5 C4 -1.6(4) . . . . ?
C2 C7 C6 C9 179.4(3) . . . . ?
C2 C7 C6 C5 0.2(4) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C10 C15 C16 N2 -177.4(3) . . . . ?
C10 C9 C6 C7 3.1(5) . . . . ?
C10 C9 C6 C5 -177.7(3) . . . . ?
C10 C9 N1 C8 177.6(3) . . . . ?
C10 C11 C12 C13 -179.8(4) . . . . ?
C16 N2 C17 C18 -1.4(3) . . . . ?
C16 N2 C17 C22 -179.3(3) . . . . ?
C16 C15 C10 C9 -109.2(3) . . . . ?
C16 C15 C10 C11 18.7(4) . . . . ?
C3 C4 C5 C8 -179.3(3) . . . . ?
C3 C4 C5 C6 1.6(5) . . . . ?
C19 C18 C15 C10 -4.4(5) . . . . ?
C19 C18 C15 C16 178.2(3) . . . . ?
C19 C20 C21 C22 0.5(5) . . . . ?
C9 C10 C11 O2 61.4(3) . . . . ?
C9 C10 C11 C12 -118.4(4) . . . . ?
C9 C6 C5 C8 -0.2(3) . . . . ?
C9 C6 C5 C4 179.1(3) . . . . ?
C6 C7 C2 O1 -178.7(3) . . . . ?
C6 C7 C2 C3 1.1(4) . . . . ?
C6 C9 N1 C8 -0.5(4) . . . . ?
C11 O2 C14 C13 -0.7(7) . . . . ?
C11 C10 C9 C6 81.6(4) . . . . ?
C11 C10 C9 N1 -96.1(4) . . . . ?
C11 C12 C13 C14 -0.8(7) . . . . ?
C22 C17 C18 C15 179.4(3) . . . . ?
C22 C17 C18 C19 0.3(4) . . . . ?
C1 O1 C2 C7 -2.4(5) . . . . ?
C1 O1 C2 C3 177.8(3) . . . . ?
C5 C8 N1 C9 0.3(4) . . . . ?
N1 C8 C5 C6 -0.1(4) . . . . ?
N1 C8 C5 C4 -179.2(3) . . . . ?
N1 C9 C6 C7 -178.8(3) . . . . ?
N1 C9 C6 C5 0.4(3) . . . . ?
C23 O3 C20 C19 -8.3(5) . . . . ?
C23 O3 C20 C21 171.7(3) . . . . ?
C14 O2 C11 C10 -179.7(3) . . . . ?
C14 O2 C11 C12 0.2(5) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.468
_oxdiff_exptl_absorpt_empirical_full_min 0.797
####################################################################### 
# 
# 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_10
_database_code_depnum_ccdc_archive 'CCDC 1452423'
_audit_update_record             
;
2016-02-09 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;
_audit_creation_date             2016-02-09
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2016.01.25 svn.r3250 for OlexSys, GUI svn.r5148)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H22 N2'
_chemical_formula_sum            'C25 H22 N2'
_chemical_formula_weight         350.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H22 N2'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   18.3322(16)
_cell_length_b                   10.0821(6)
_cell_length_c                   20.0451(10)
_cell_angle_alpha                90
_cell_angle_beta                 90.573(6)
_cell_angle_gamma                90
_cell_volume                     3704.7(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5060
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.0600
_cell_measurement_theta_min      2.1930
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1120
_diffrn_reflns_av_unetI/netI     0.0883
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19320
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.028
_diffrn_reflns_theta_min         2.261
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  73.00   1.00   70.00    --  -17.00  72.00 150.00  108
  2  ω    -68.00  22.00   1.00   70.00    --  -17.00 -72.00  30.00   90
  3  ω    -64.00  22.00   1.00   70.00    --  -17.00 -72.00-150.00   86
  4  ω    -90.00  -6.00   1.00   70.00    --  -17.00   0.00  30.00   84
  5  ω    -27.00 -12.00   1.00   70.00    --  -17.00  72.00 -30.00   15
  6  ω   -107.00  30.00   1.00   70.00    --  -17.00 -18.00 -30.00  137
  7  ω    -87.00 -48.00   1.00   70.00    --  -17.00 -72.00 -90.00   39
;
_diffrn_measurement_device       'four-circle κ goniometer'
_diffrn_measurement_device_type  
'Rigaku FRE+ equipped with VHF Varimax confocal mirrors and an AFC12 goniometer and HG Saturn 724+ detector'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0383160000
_diffrn_orient_matrix_UB_12      0.0028427000
_diffrn_orient_matrix_UB_13      -0.0051301000
_diffrn_orient_matrix_UB_21      0.0029429000
_diffrn_orient_matrix_UB_22      -0.0460941000
_diffrn_orient_matrix_UB_23      -0.0266056000
_diffrn_orient_matrix_UB_31      -0.0046056000
_diffrn_orient_matrix_UB_32      -0.0530585000
_diffrn_orient_matrix_UB_33      0.0227581000
_diffrn_radiation_collimation    0.2
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2018
_reflns_number_total             3261
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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         0.209
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3261
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1149
_refine_ls_R_factor_gt           0.0575
_refine_ls_restrained_S_all      1.032
_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)+(0.0396P)²+1.3433P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1015
_refine_ls_wR_factor_ref         0.1202
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1A)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C5(H5), C6(H6), C7(H7), C8(H8), C14(H14), C15(H15), C16(H16),
 C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C19(H19A,H19B,H19C)
;
_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
N1 N 0.63453(12) 0.29780(19) 0.23429(9) 0.0268(6) Uani 1 1 d . . . . .
H1 H 0.6365 0.2768 0.1917 0.032 Uiso 1 1 calc R . . . .
N2 N 0.89444(13) 0.5349(2) 0.38479(9) 0.0307(6) Uani 1 1 d . . . . .
H2 H 0.9345 0.5814 0.3789 0.037 Uiso 1 1 calc R . . . .
C1 C 0.69228(15) 0.4810(2) 0.38711(11) 0.0246(6) Uani 1 1 d . . . . .
H1A H 0.6773 0.4374 0.4296 0.029 Uiso 1 1 calc R . . . .
C2 C 0.68068(15) 0.3873(2) 0.26604(11) 0.0250(6) Uani 1 1 d . . . . .
C3 C 0.66057(14) 0.3951(2) 0.33182(10) 0.0237(6) Uani 1 1 d . . . . .
C4 C 0.60029(14) 0.3078(2) 0.34076(10) 0.0228(6) Uani 1 1 d . . . . .
C5 C 0.55738(15) 0.2721(2) 0.39542(11) 0.0283(7) Uani 1 1 d . . . . .
H5 H 0.5653 0.3125 0.4377 0.034 Uiso 1 1 calc R . . . .
C6 C 0.50379(15) 0.1782(2) 0.38729(12) 0.0310(7) Uani 1 1 d . . . . .
H6 H 0.4749 0.1537 0.4244 0.037 Uiso 1 1 calc R . . . .
C7 C 0.49068(15) 0.1173(3) 0.32519(12) 0.0335(7) Uani 1 1 d . . . . .
H7 H 0.4534 0.0523 0.3209 0.040 Uiso 1 1 calc R . . . .
C8 C 0.53164(15) 0.1516(2) 0.27036(12) 0.0304(7) Uani 1 1 d . . . . .
H8 H 0.5232 0.1110 0.2282 0.037 Uiso 1 1 calc R . . . .
C9 C 0.58531(15) 0.2467(2) 0.27860(11) 0.0239(6) Uani 1 1 d . . . . .
C10 C 0.73912(16) 0.4534(2) 0.22712(11) 0.0329(7) Uani 1 1 d . . . . .
H10A H 0.7726 0.3863 0.2098 0.049 Uiso 1 1 calc GR . . . .
H10B H 0.7660 0.5150 0.2561 0.049 Uiso 1 1 calc GR . . . .
H10C H 0.7171 0.5026 0.1898 0.049 Uiso 1 1 calc GR . . . .
C11 C 0.82394(16) 0.5822(2) 0.37543(11) 0.0263(6) Uani 1 1 d . . . . .
C12 C 0.77514(15) 0.4829(2) 0.38919(10) 0.0240(6) Uani 1 1 d . . . . .
C13 C 0.81757(15) 0.3691(2) 0.40770(10) 0.0245(6) Uani 1 1 d . . . . .
C14 C 0.79890(16) 0.2394(2) 0.42522(10) 0.0296(7) Uani 1 1 d . . . . .
H14 H 0.7492 0.2134 0.4282 0.036 Uiso 1 1 calc R . . . .
C15 C 0.85457(19) 0.1498(3) 0.43812(11) 0.0370(8) Uani 1 1 d . . . . .
H15 H 0.8427 0.0612 0.4500 0.044 Uiso 1 1 calc R . . . .
C16 C 0.92786(18) 0.1869(3) 0.43404(11) 0.0373(8) Uani 1 1 d . . . . .
H16 H 0.9647 0.1227 0.4428 0.045 Uiso 1 1 calc R . . . .
C17 C 0.94803(16) 0.3143(3) 0.41764(11) 0.0340(7) Uani 1 1 d . . . . .
H17 H 0.9978 0.3396 0.4153 0.041 Uiso 1 1 calc R . . . .
C18 C 0.89220(16) 0.4038(2) 0.40472(11) 0.0269(7) Uani 1 1 d . . . . .
C19 C 0.81463(16) 0.7224(2) 0.35288(13) 0.0379(8) Uani 1 1 d . . . . .
H19A H 0.7919 0.7743 0.3884 0.057 Uiso 1 1 calc GR . . . .
H19B H 0.7835 0.7246 0.3129 0.057 Uiso 1 1 calc GR . . . .
H19C H 0.8624 0.7603 0.3426 0.057 Uiso 1 1 calc GR . . . .
C20 C 0.66057(14) 0.6194(2) 0.38985(11) 0.0267(6) Uani 1 1 d . . . . .
C21 C 0.63329(15) 0.6853(3) 0.33427(12) 0.0310(7) Uani 1 1 d . . . . .
H21 H 0.6285 0.6388 0.2932 0.037 Uiso 1 1 calc R . . . .
C22 C 0.61288(16) 0.8173(3) 0.33731(13) 0.0372(7) Uani 1 1 d . . . . .
H22 H 0.5945 0.8607 0.2986 0.045 Uiso 1 1 calc R . . . .
C23 C 0.61924(17) 0.8857(3) 0.39662(15) 0.0466(8) Uani 1 1 d . . . . .
H23 H 0.6076 0.9775 0.3986 0.056 Uiso 1 1 calc R . . . .
C24 C 0.64285(17) 0.8193(3) 0.45332(14) 0.0469(9) Uani 1 1 d . . . . .
H24 H 0.6451 0.8647 0.4948 0.056 Uiso 1 1 calc R . . . .
C25 C 0.66306(15) 0.6881(3) 0.45006(12) 0.0377(7) Uani 1 1 d . . . . .
H25 H 0.6789 0.6438 0.4894 0.045 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
N1 H1 0.8800 . ?
N1 C2 1.387(3) . ?
N1 C9 1.373(3) . ?
N2 H2 0.8800 . ?
N2 C11 1.389(3) . ?
N2 C18 1.381(3) . ?
C1 H1A 1.0000 . ?
C1 C3 1.517(3) . ?
C1 C12 1.519(3) . ?
C1 C20 1.513(3) . ?
C2 C3 1.375(3) . ?
C2 C10 1.489(3) . ?
C3 C4 1.425(3) . ?
C4 C5 1.402(3) . ?
C4 C9 1.415(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.373(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.406(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.381(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.383(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.373(3) . ?
C11 C19 1.493(3) . ?
C12 C13 1.433(3) . ?
C13 C14 1.397(3) . ?
C13 C18 1.414(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.398(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(4) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.386(3) . ?
C20 C25 1.392(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.379(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.385(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.375(4) . ?
C25 H25 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 H1 124.8 . . ?
C9 N1 H1 124.8 . . ?
C9 N1 C2 110.43(18) . . ?
C11 N2 H2 125.1 . . ?
C18 N2 H2 125.1 . . ?
C18 N2 C11 109.7(2) . . ?
C3 C1 H1A 105.4 . . ?
C3 C1 C12 113.8(2) . . ?
C12 C1 H1A 105.4 . . ?
C20 C1 H1A 105.4 . . ?
C20 C1 C3 114.1(2) . . ?
C20 C1 C12 111.8(2) . . ?
N1 C2 C10 119.3(2) . . ?
C3 C2 N1 108.0(2) . . ?
C3 C2 C10 132.7(2) . . ?
C2 C3 C1 128.9(2) . . ?
C2 C3 C4 107.5(2) . . ?
C4 C3 C1 123.5(2) . . ?
C5 C4 C3 134.3(2) . . ?
C5 C4 C9 118.1(2) . . ?
C9 C4 C3 107.6(2) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.4(2) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 119.3 . . ?
C5 C6 C7 121.4(2) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.4(3) . . ?
C8 C7 H7 119.8 . . ?
C7 C8 H8 121.0 . . ?
C7 C8 C9 118.1(2) . . ?
C9 C8 H8 121.0 . . ?
N1 C9 C4 106.5(2) . . ?
N1 C9 C8 130.9(2) . . ?
C8 C9 C4 122.6(2) . . ?
C2 C10 H10A 109.5 . . ?
C2 C10 H10B 109.5 . . ?
C2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C19 118.0(2) . . ?
C12 C11 N2 109.3(2) . . ?
C12 C11 C19 132.7(3) . . ?
C11 C12 C1 131.1(2) . . ?
C11 C12 C13 106.4(2) . . ?
C13 C12 C1 122.5(2) . . ?
C14 C13 C12 132.9(3) . . ?
C14 C13 C18 118.8(2) . . ?
C18 C13 C12 108.3(2) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 C13 118.4(3) . . ?
C15 C14 H14 120.8 . . ?
C14 C15 H15 119.3 . . ?
C14 C15 C16 121.4(3) . . ?
C16 C15 H15 119.3 . . ?
C15 C16 H16 119.2 . . ?
C17 C16 C15 121.6(3) . . ?
C17 C16 H16 119.2 . . ?
C16 C17 H17 121.6 . . ?
C16 C17 C18 116.9(3) . . ?
C18 C17 H17 121.6 . . ?
N2 C18 C13 106.3(2) . . ?
N2 C18 C17 130.7(3) . . ?
C17 C18 C13 122.9(2) . . ?
C11 C19 H19A 109.5 . . ?
C11 C19 H19B 109.5 . . ?
C11 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C1 123.2(2) . . ?
C21 C20 C25 117.9(2) . . ?
C25 C20 C1 118.8(2) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.4(2) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 119.9(2) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.2(3) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.6(2) . . ?
C25 C24 H24 119.7 . . ?
C20 C25 H25 119.6 . . ?
C24 C25 C20 120.9(2) . . ?
C24 C25 H25 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C1 -178.3(2) . . . . ?
N1 C2 C3 C4 0.0(3) . . . . ?
N2 C11 C12 C1 179.9(2) . . . . ?
N2 C11 C12 C13 -0.2(2) . . . . ?
C1 C3 C4 C5 -2.5(4) . . . . ?
C1 C3 C4 C9 178.9(2) . . . . ?
C1 C12 C13 C14 1.8(4) . . . . ?
C1 C12 C13 C18 -179.87(18) . . . . ?
C1 C20 C21 C22 -172.1(3) . . . . ?
C1 C20 C25 C24 172.3(3) . . . . ?
C2 N1 C9 C4 0.9(3) . . . . ?
C2 N1 C9 C8 -177.0(2) . . . . ?
C2 C3 C4 C5 179.1(3) . . . . ?
C2 C3 C4 C9 0.5(3) . . . . ?
C3 C1 C12 C11 111.3(3) . . . . ?
C3 C1 C12 C13 -68.7(3) . . . . ?
C3 C1 C20 C21 -28.6(4) . . . . ?
C3 C1 C20 C25 155.8(2) . . . . ?
C3 C4 C5 C6 -177.3(3) . . . . ?
C3 C4 C9 N1 -0.8(3) . . . . ?
C3 C4 C9 C8 177.3(2) . . . . ?
C4 C5 C6 C7 -0.3(4) . . . . ?
C5 C4 C9 N1 -179.7(2) . . . . ?
C5 C4 C9 C8 -1.6(4) . . . . ?
C5 C6 C7 C8 -0.3(4) . . . . ?
C6 C7 C8 C9 0.0(4) . . . . ?
C7 C8 C9 N1 178.6(2) . . . . ?
C7 C8 C9 C4 1.0(4) . . . . ?
C9 N1 C2 C3 -0.5(3) . . . . ?
C9 N1 C2 C10 179.2(2) . . . . ?
C9 C4 C5 C6 1.2(4) . . . . ?
C10 C2 C3 C1 2.0(5) . . . . ?
C10 C2 C3 C4 -179.7(3) . . . . ?
C11 N2 C18 C13 0.0(2) . . . . ?
C11 N2 C18 C17 177.5(2) . . . . ?
C11 C12 C13 C14 -178.2(2) . . . . ?
C11 C12 C13 C18 0.2(2) . . . . ?
C12 C1 C3 C2 -45.0(3) . . . . ?
C12 C1 C3 C4 137.0(2) . . . . ?
C12 C1 C20 C21 102.3(3) . . . . ?
C12 C1 C20 C25 -73.4(3) . . . . ?
C12 C13 C14 C15 177.4(2) . . . . ?
C12 C13 C18 N2 -0.1(2) . . . . ?
C12 C13 C18 C17 -177.8(2) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C14 C13 C18 N2 178.49(19) . . . . ?
C14 C13 C18 C17 0.8(3) . . . . ?
C14 C15 C16 C17 0.6(4) . . . . ?
C15 C16 C17 C18 -0.6(3) . . . . ?
C16 C17 C18 N2 -177.2(2) . . . . ?
C16 C17 C18 C13 -0.1(3) . . . . ?
C18 N2 C11 C12 0.1(2) . . . . ?
C18 N2 C11 C19 -179.3(2) . . . . ?
C18 C13 C14 C15 -0.8(3) . . . . ?
C19 C11 C12 C1 -0.9(4) . . . . ?
C19 C11 C12 C13 179.1(2) . . . . ?
C20 C1 C3 C2 85.0(3) . . . . ?
C20 C1 C3 C4 -93.1(3) . . . . ?
C20 C1 C12 C11 -19.8(3) . . . . ?
C20 C1 C12 C13 160.3(2) . . . . ?
C20 C21 C22 C23 -0.3(4) . . . . ?
C21 C20 C25 C24 -3.5(4) . . . . ?
C21 C22 C23 C24 -3.0(4) . . . . ?
C22 C23 C24 C25 3.1(5) . . . . ?
C23 C24 C25 C20 0.3(5) . . . . ?
C25 C20 C21 C22 3.5(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-02-03
_olex2_date_sample_submission    2015-12-15
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_original_sample_id IB-2MI
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.437
_oxdiff_exptl_absorpt_empirical_full_min 0.359

