#------------------------------------------------------------------------------
#$Date: 2022-06-02 00:57:03 +0300 (Thu, 02 Jun 2022) $
#$Revision: 275720 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/01/7130169.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7130169
loop_
_publ_author_name
'Khamphaijun, Korawit'
'Namnouad, Phitawat'
'Docker, Andrew'
'Ruengsuk, Araya'
'Tantirungrotechai, Jonggol'
'Díaz-Torres, Raúl'
'Harding, David J.'
'Bunchuay, Thanthapatra'
_publ_section_title
;
 Neutral Isocyanide-Templated Assembly of Pillar[5]arene [2] and
 [3]Pseudorotaxanes
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC02255A
_journal_year                    2022
_chemical_formula_moiety         'C55 H70 O10, C12 H20 N2'
_chemical_formula_sum            'C67 H90 N2 O10'
_chemical_formula_weight         1083.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-02-16
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-04-18 deposited with the CCDC.	2022-05-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.5510(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.23130(10)
_cell_length_b                   22.6354(2)
_cell_length_c                   20.6987(2)
_cell_measurement_reflns_used    30344
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      68.4010
_cell_measurement_theta_min      2.8950
_cell_volume                     6094.36(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -83.00   1.00   0.50    0.36    --  -40.91 116.00-146.00  168
  2  ω   -105.00 -53.00   0.50    0.36    --  -40.91-162.00 -24.00  104
  3  ω   -111.00 -27.00   0.50    0.36    --  -40.91 162.00   2.00  168
  4  ω     54.00 105.00   0.50    0.36    --   40.91 162.00   2.00  102
  5  ω     -1.00  84.00   0.50    0.36    --   40.91-116.00 125.00  170
  6  ω     27.00 112.00   0.50    0.36    --   40.91-162.00 -24.00  170
  7  ω     32.00 108.00   0.50    1.44    --   96.59-116.00 125.00  152
  8  ω     53.00 156.00   0.50    1.44    --   96.59 162.00   2.00  206
  9  ω     81.00 157.00   0.50    1.44    --   96.59 116.00-146.00  152
 10  ω     32.00 136.00   0.50    1.44    --   96.59-162.00 -24.00  208
 11  ω    -97.00 -14.00   0.50    0.36    --  -40.91 138.00  90.00  166
 12  ω    -50.00  27.00   0.50    0.36    --  -40.91  25.00   0.00  154
 13  ω   -104.00 -25.00   0.50    0.36    --  -40.91 -50.00   0.00  158
 14  ω   -104.00 -25.00   0.50    0.36    --  -40.91 -50.00 -90.00  158
 15  ω    -57.00  22.00   0.50    0.36    --  -40.91  50.00-180.00  158
 16  ω     29.00 105.00   0.50    0.36    --   40.91  37.00-150.00  152
 17  ω    -23.00  53.00   0.50    0.36    --   40.91 -37.00   0.00  152
 18  ω     26.00  51.00   0.50    0.36    --   40.91 -37.00-120.00   50
 19  ω    -13.00  15.00   0.50    0.36    --   40.91 -37.00-120.00   56
 20  ω     48.00  74.00   0.50    0.36    --   40.91-138.00-180.00   52
 21  ω     34.00 123.00   0.50    1.44    --   96.59-144.00 -60.00  178
 22  ω     38.00  91.00   0.50    1.44    --   96.59 -96.00 -60.00  106
 23  ω     76.00 107.00   0.50    1.44    --   96.59-117.00-180.00   62
 24  ω     77.00 103.00   0.50    1.44    --   96.59 -33.00-120.00   52
 25  ω     88.00 155.00   0.50    1.44    --   96.59  25.00  30.00  134
 26  ω     72.00  98.00   0.50    1.44    --   96.59 -96.00-180.00   52
 27  ω     27.00  86.00   0.50    1.44    --   96.59 -96.00 120.00  118
 28  ω    116.00 157.00   0.50    1.44    --   96.59  96.00-180.00   82
 29  ω     85.00 111.00   0.50    1.44    --   96.59  96.00-180.00   52
 30  ω     33.00 108.00   0.50    1.44    --   96.59 -59.00 -60.00  150
 31  ω     77.00 157.00   0.50    1.44    --   96.59  68.00-150.00  160
 32  ω     39.00 109.00   0.50    1.44    --   96.59 -59.00  90.00  140
 33  ω     36.00 110.00   0.50    1.44    --   96.59 -17.00  60.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0124866000
_diffrn_orient_matrix_UB_12      0.0661331000
_diffrn_orient_matrix_UB_13      0.0141867000
_diffrn_orient_matrix_UB_21      0.0274582000
_diffrn_orient_matrix_UB_22      -0.0123337000
_diffrn_orient_matrix_UB_23      0.0743534000
_diffrn_orient_matrix_UB_31      0.1145465000
_diffrn_orient_matrix_UB_32      0.0101909000
_diffrn_orient_matrix_UB_33      -0.0019402000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            48466
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.552
_diffrn_reflns_theta_min         2.920
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.621
_exptl_absorpt_correction_T_max  0.912
_exptl_absorpt_correction_T_min  0.821
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_description       block
_exptl_crystal_F_000             2344
_exptl_crystal_size_max          0.384
_exptl_crystal_size_mid          0.303
_exptl_crystal_size_min          0.167
_refine_diff_density_max         0.708
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     722
_refine_ls_number_reflns         11105
_refine_ls_number_restraints     55
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0602
_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)+(0.0942P)²+3.4113P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1686
_refine_ls_wR_factor_ref         0.1750
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9586
_reflns_number_total             11105
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc02255a2.cif
_cod_data_source_block           etp5a+c10dinc+fib-2-1-2-150k
_cod_database_code               7130169
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         C67H90N2O10
_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.
;
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Restrained distances
 C57-N1
 1.42 with sigma of 0.02
 N2-C67
 1.15 with sigma of 0.02
 N2-C66
 1.42 with sigma of 0.02
 N1-C56
 1.15 with sigma of 0.02
2. Rigid body (RIGU) restrains
 C57, N1, C56
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C67, N2, C66
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C59, C58, C57
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C66, C65, C64
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C59, C60, C61, C62
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C11(H11A,H11B), C19(H19A,H19B), C20(H20A,H20B),
 C22(H22A,H22B), C30(H30A,H30B), C31(H31A,H31B), C33(H33A,H33B), C41(H41A,H41B),
  C42(H42A,H42B), C44(H44A,H44B), C52(H52A,H52B), C53(H53A,H53B), C55(H55A,
 H55B), C57(H57A,H57B), C58(H58A,H58B), C59(H59A,H59B), C60(H60A,H60B),
 C61(H61A,H61B), C62(H62A,H62B), C63(H63A,H63B), C64(H64A,H64B), C65(H65A,H65B),
  C66(H66A,H66B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C14(H14), C17(H17), C25(H25), C28(H28), C36(H36), C39(H39),
 C47(H47), C50(H50)
3.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C10(H10A,H10B,H10C), C18(H18A,H18B,H18C), C21(H21A,H21B,
 H21C), C29(H29A,H29B,H29C), C32(H32A,H32B,H32C), C40(H40A,H40B,H40C), C43(H43A,
 H43B,H43C), C51(H51A,H51B,H51C), C54(H54A,H54B,H54C)
;
_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 2.257
_oxdiff_exptl_absorpt_empirical_full_min 0.700
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'
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 0.49068(10) 0.65223(7) 0.33873(6) 0.0334(3) Uani 1 1 d . . . . .
O2 O 0.76120(10) 0.70906(7) 0.17328(6) 0.0345(3) Uani 1 1 d . . . . .
O3 O 0.35287(10) 0.70315(6) 0.10416(7) 0.0333(3) Uani 1 1 d . . . . .
O4 O 0.59525(10) 0.88514(6) 0.03957(7) 0.0324(3) Uani 1 1 d . . . . .
O5 O 0.22262(10) 0.90952(6) 0.09841(7) 0.0370(3) Uani 1 1 d . . . . .
O6 O 0.55020(10) 1.05639(6) 0.19534(6) 0.0324(3) Uani 1 1 d . . . . .
O7 O 0.26641(10) 0.99226(7) 0.33377(7) 0.0389(3) Uani 1 1 d . . . . .
O8 O 0.68615(11) 0.99668(7) 0.42648(7) 0.0394(3) Uani 1 1 d . . . . .
O9 O 0.43858(10) 0.82373(6) 0.48020(7) 0.0355(3) Uani 1 1 d . . . . .
O10 O 0.81700(10) 0.78723(6) 0.40872(7) 0.0324(3) Uani 1 1 d . . . . .
N1 N 0.2119(2) 0.78510(15) 0.28413(13) 0.0758(7) Uani 1 1 d D . . . .
N2 N 0.92682(19) 1.02204(11) 0.11756(17) 0.0740(7) Uani 1 1 d D . . . .
C1 C 0.65415(14) 0.68453(8) 0.32486(8) 0.0250(4) Uani 1 1 d . . . . .
C2 C 0.55550(14) 0.66626(8) 0.29592(9) 0.0264(4) Uani 1 1 d . . . . .
C3 C 0.52733(14) 0.66287(8) 0.22780(9) 0.0272(4) Uani 1 1 d . . . . .
H3 H 0.461433 0.650360 0.209286 0.033 Uiso 1 1 calc R U . . .
C4 C 0.59609(14) 0.67788(8) 0.18688(8) 0.0259(4) Uani 1 1 d . . . . .
C5 C 0.69517(14) 0.69548(8) 0.21567(9) 0.0266(4) Uani 1 1 d . . . . .
C6 C 0.72295(14) 0.69901(8) 0.28398(9) 0.0267(4) Uani 1 1 d . . . . .
H6 H 0.788937 0.711331 0.302549 0.032 Uiso 1 1 calc R U . . .
C7 C 0.33535(17) 0.62241(11) 0.36937(11) 0.0454(5) Uani 1 1 d . . . . .
H7A H 0.265592 0.610601 0.353304 0.068 Uiso 1 1 calc R U . . .
H7B H 0.335885 0.658213 0.394304 0.068 Uiso 1 1 calc R U . . .
H7C H 0.370311 0.591853 0.396948 0.068 Uiso 1 1 calc R U . . .
C8 C 0.38911(15) 0.63273(10) 0.31220(10) 0.0352(4) Uani 1 1 d . . . . .
H8A H 0.391356 0.596482 0.287510 0.042 Uiso 1 1 calc R U . . .
H8B H 0.352998 0.662481 0.283020 0.042 Uiso 1 1 calc R U . . .
C9 C 0.86616(15) 0.72030(12) 0.20165(11) 0.0439(5) Uani 1 1 d . . . . .
H9A H 0.895542 0.686517 0.227243 0.053 Uiso 1 1 calc R U . . .
H9B H 0.871198 0.754448 0.230370 0.053 Uiso 1 1 calc R U . . .
C10 C 0.92259(19) 0.73156(17) 0.14590(13) 0.0681(9) Uani 1 1 d . . . . .
H10A H 0.919227 0.696954 0.118784 0.102 Uiso 1 1 calc R U . . .
H10B H 0.993172 0.740707 0.163322 0.102 Uiso 1 1 calc R U . . .
H10C H 0.891341 0.764202 0.120083 0.102 Uiso 1 1 calc R U . . .
C11 C 0.56099(14) 0.67830(8) 0.11288(8) 0.0269(4) Uani 1 1 d . . . . .
H11A H 0.619095 0.669888 0.091783 0.032 Uiso 1 1 calc R U . . .
H11B H 0.510085 0.647545 0.100477 0.032 Uiso 1 1 calc R U . . .
C12 C 0.51510(14) 0.73758(8) 0.08926(8) 0.0255(4) Uani 1 1 d . . . . .
C13 C 0.41026(14) 0.74879(8) 0.08591(8) 0.0262(4) Uani 1 1 d . . . . .
C14 C 0.36956(14) 0.80384(8) 0.06556(8) 0.0263(4) Uani 1 1 d . . . . .
H14 H 0.299404 0.810395 0.062207 0.032 Uiso 1 1 calc R U . . .
C15 C 0.43197(14) 0.84924(8) 0.05015(8) 0.0251(4) Uani 1 1 d . . . . .
C16 C 0.53697(14) 0.83833(8) 0.05453(8) 0.0263(4) Uani 1 1 d . . . . .
C17 C 0.57712(14) 0.78274(8) 0.07311(8) 0.0269(4) Uani 1 1 d . . . . .
H17 H 0.646789 0.775697 0.074744 0.032 Uiso 1 1 calc R U . . .
C18 C 0.20550(17) 0.65949(11) 0.13259(11) 0.0425(5) Uani 1 1 d . . . . .
H18A H 0.221343 0.625660 0.108298 0.064 Uiso 1 1 calc R U . . .
H18B H 0.132308 0.662884 0.128675 0.064 Uiso 1 1 calc R U . . .
H18C H 0.236404 0.654959 0.178032 0.064 Uiso 1 1 calc R U . . .
C19 C 0.24684(14) 0.71413(9) 0.10564(9) 0.0307(4) Uani 1 1 d . . . . .
H19A H 0.209406 0.722335 0.061735 0.037 Uiso 1 1 calc R U . . .
H19B H 0.240015 0.747835 0.133465 0.037 Uiso 1 1 calc R U . . .
C20 C 0.69931(14) 0.87423(9) 0.03392(10) 0.0336(4) Uani 1 1 d . . . . .
H20A H 0.702787 0.842810 0.002541 0.040 Uiso 1 1 calc R U . . .
H20B H 0.739124 0.862562 0.076094 0.040 Uiso 1 1 calc R U . . .
C21 C 0.74088(16) 0.93091(10) 0.01086(11) 0.0397(5) Uani 1 1 d . . . . .
H21A H 0.704368 0.940304 -0.032388 0.060 Uiso 1 1 calc R U . . .
H21B H 0.812650 0.926218 0.009756 0.060 Uiso 1 1 calc R U . . .
H21C H 0.732087 0.962297 0.040529 0.060 Uiso 1 1 calc R U . . .
C22 C 0.38699(14) 0.90977(8) 0.03143(8) 0.0269(4) Uani 1 1 d . . . . .
H22A H 0.427360 0.929081 0.002895 0.032 Uiso 1 1 calc R U . . .
H22B H 0.317433 0.905279 0.007122 0.032 Uiso 1 1 calc R U . . .
C23 C 0.38528(14) 0.94831(8) 0.09108(8) 0.0257(4) Uani 1 1 d . . . . .
C24 C 0.30175(14) 0.94737(8) 0.12396(9) 0.0281(4) Uani 1 1 d . . . . .
C25 C 0.30111(14) 0.98317(8) 0.17833(9) 0.0296(4) Uani 1 1 d . . . . .
H25 H 0.244924 0.982089 0.199512 0.036 Uiso 1 1 calc R U . . .
C26 C 0.38323(14) 1.02076(8) 0.20177(9) 0.0283(4) Uani 1 1 d . . . . .
C27 C 0.46669(14) 1.02117(8) 0.16938(9) 0.0266(4) Uani 1 1 d . . . . .
C28 C 0.46743(14) 0.98504(8) 0.11506(8) 0.0265(4) Uani 1 1 d . . . . .
H28 H 0.524220 0.985558 0.094415 0.032 Uiso 1 1 calc R U . . .
C29 C 0.05368(19) 0.87235(14) 0.08255(16) 0.0641(8) Uani 1 1 d . . . . .
H29A H 0.043135 0.884700 0.037442 0.096 Uiso 1 1 calc R U . . .
H29B H -0.010432 0.873821 0.097967 0.096 Uiso 1 1 calc R U . . .
H29C H 0.079694 0.832660 0.086104 0.096 Uiso 1 1 calc R U . . .
C30 C 0.13006(17) 0.91296(12) 0.12359(14) 0.0506(6) Uani 1 1 d . . . . .
H30A H 0.104330 0.953183 0.120795 0.061 Uiso 1 1 calc R U . . .
H30B H 0.141868 0.900735 0.169271 0.061 Uiso 1 1 calc R U . . .
C31 C 0.58939(16) 1.09330(10) 0.14934(10) 0.0384(5) Uani 1 1 d . . . . .
H31A H 0.603741 1.069189 0.113342 0.046 Uiso 1 1 calc R U . . .
H31B H 0.653570 1.110962 0.170865 0.046 Uiso 1 1 calc R U . . .
C32 C 0.51604(19) 1.14107(11) 0.12251(11) 0.0487(6) Uani 1 1 d . . . . .
H32A H 0.546824 1.165857 0.093826 0.073 Uiso 1 1 calc R U . . .
H32B H 0.499847 1.164305 0.158055 0.073 Uiso 1 1 calc R U . . .
H32C H 0.454227 1.123816 0.098365 0.073 Uiso 1 1 calc R U . . .
C33 C 0.38254(16) 1.05878(9) 0.26182(9) 0.0317(4) Uani 1 1 d . . . . .
H33A H 0.312285 1.069340 0.264244 0.038 Uiso 1 1 calc R U . . .
H33B H 0.420340 1.094947 0.258010 0.038 Uiso 1 1 calc R U . . .
C34 C 0.43083(15) 1.02646(8) 0.32418(9) 0.0292(4) Uani 1 1 d . . . . .
C35 C 0.37105(14) 0.99130(9) 0.35782(9) 0.0304(4) Uani 1 1 d . . . . .
C36 C 0.41694(14) 0.95789(8) 0.41158(9) 0.0296(4) Uani 1 1 d . . . . .
H36 H 0.376206 0.934068 0.432979 0.035 Uiso 1 1 calc R U . . .
C37 C 0.52249(14) 0.95939(8) 0.43395(9) 0.0278(4) Uani 1 1 d . . . . .
C38 C 0.58208(14) 0.99604(9) 0.40159(9) 0.0301(4) Uani 1 1 d . . . . .
C39 C 0.53598(15) 1.02902(8) 0.34724(9) 0.0309(4) Uani 1 1 d . . . . .
H39 H 0.576481 1.053192 0.326053 0.037 Uiso 1 1 calc R U . . .
C40 C 0.0923(2) 0.97551(18) 0.33709(17) 0.0804(11) Uani 1 1 d . . . . .
H40A H 0.081717 0.963700 0.291801 0.121 Uiso 1 1 calc R U . . .
H40B H 0.080503 1.017206 0.339742 0.121 Uiso 1 1 calc R U . . .
H40C H 0.045425 0.954508 0.359072 0.121 Uiso 1 1 calc R U . . .
C41 C 0.20143(17) 0.96151(13) 0.36957(13) 0.0518(6) Uani 1 1 d . . . . .
H41A H 0.213937 0.974342 0.415051 0.062 Uiso 1 1 calc R U . . .
H41B H 0.213903 0.919329 0.368413 0.062 Uiso 1 1 calc R U . . .
C42 C 0.74961(17) 1.03410(11) 0.39621(12) 0.0456(5) Uani 1 1 d . . . . .
H42A H 0.729185 1.075007 0.399274 0.055 Uiso 1 1 calc R U . . .
H42B H 0.743917 1.023931 0.350162 0.055 Uiso 1 1 calc R U . . .
C43 C 0.85853(18) 1.02526(12) 0.43204(15) 0.0569(7) Uani 1 1 d . . . . .
H43A H 0.904518 1.047846 0.410853 0.085 Uiso 1 1 calc R U . . .
H43B H 0.876113 0.984152 0.431319 0.085 Uiso 1 1 calc R U . . .
H43C H 0.864264 1.038171 0.476742 0.085 Uiso 1 1 calc R U . . .
C44 C 0.57142(14) 0.92068(8) 0.49086(9) 0.0288(4) Uani 1 1 d . . . . .
H44A H 0.632577 0.940016 0.514522 0.035 Uiso 1 1 calc R U . . .
H44B H 0.523777 0.915766 0.520933 0.035 Uiso 1 1 calc R U . . .
C45 C 0.60022(14) 0.86057(8) 0.46781(8) 0.0267(4) Uani 1 1 d . . . . .
C46 C 0.53260(13) 0.81291(8) 0.46260(8) 0.0268(4) Uani 1 1 d . . . . .
C47 C 0.56108(13) 0.75812(8) 0.44136(8) 0.0266(4) Uani 1 1 d . . . . .
H47 H 0.515507 0.726585 0.439034 0.032 Uiso 1 1 calc R U . . .
C48 C 0.65667(13) 0.74955(8) 0.42347(8) 0.0251(4) Uani 1 1 d . . . . .
C49 C 0.72376(13) 0.79776(8) 0.42773(8) 0.0267(4) Uani 1 1 d . . . . .
C50 C 0.69582(14) 0.85186(8) 0.45015(8) 0.0270(4) Uani 1 1 d . . . . .
H50 H 0.741983 0.883180 0.453515 0.032 Uiso 1 1 calc R U . . .
C51 C 0.26290(17) 0.80459(12) 0.47974(13) 0.0507(6) Uani 1 1 d . . . . .
H51A H 0.243783 0.838571 0.452492 0.076 Uiso 1 1 calc R U . . .
H51B H 0.272441 0.815959 0.525132 0.076 Uiso 1 1 calc R U . . .
H51C H 0.209560 0.775379 0.470810 0.076 Uiso 1 1 calc R U . . .
C52 C 0.36147(15) 0.77928(10) 0.46530(10) 0.0360(4) Uani 1 1 d . . . . .
H52A H 0.380911 0.744461 0.492002 0.043 Uiso 1 1 calc R U . . .
H52B H 0.353013 0.768107 0.419384 0.043 Uiso 1 1 calc R U . . .
C53 C 0.89171(15) 0.83330(10) 0.41996(11) 0.0373(5) Uani 1 1 d . . . . .
H53A H 0.906686 0.843605 0.466212 0.045 Uiso 1 1 calc R U . . .
H53B H 0.866359 0.868213 0.394983 0.045 Uiso 1 1 calc R U . . .
C54 C 0.98685(18) 0.81050(12) 0.39822(16) 0.0599(7) Uani 1 1 d . . . . .
H54A H 0.971521 0.801607 0.352117 0.090 Uiso 1 1 calc R U . . .
H54B H 1.010000 0.775336 0.422395 0.090 Uiso 1 1 calc R U . . .
H54C H 1.039781 0.840010 0.406285 0.090 Uiso 1 1 calc R U . . .
C55 C 0.68520(14) 0.68999(8) 0.39898(8) 0.0265(4) Uani 1 1 d . . . . .
H55A H 0.651602 0.659160 0.419816 0.032 Uiso 1 1 calc R U . . .
H55B H 0.758876 0.684336 0.411376 0.032 Uiso 1 1 calc R U . . .
C56 C 0.1517(3) 0.7493(2) 0.2843(2) 0.1015(13) Uani 1 1 d D . . . .
C57 C 0.2798(2) 0.82142(16) 0.28968(17) 0.0719(8) Uani 1 1 d D . . . .
H57A H 0.296623 0.832437 0.335682 0.086 Uiso 1 1 calc R U . . .
H57B H 0.252079 0.856339 0.265584 0.086 Uiso 1 1 calc R U . . .
C58 C 0.3792(3) 0.80596(16) 0.26754(17) 0.0740(8) Uani 1 1 d . . . . .
H58A H 0.409705 0.771887 0.292119 0.089 Uiso 1 1 calc R U . . .
H58B H 0.364429 0.795181 0.221418 0.089 Uiso 1 1 calc R U . . .
C59 C 0.4526(2) 0.85415(13) 0.27659(14) 0.0596(6) Uani 1 1 d . . . . .
H59A H 0.468877 0.864293 0.322867 0.072 Uiso 1 1 calc R U . . .
H59B H 0.421706 0.888533 0.252865 0.072 Uiso 1 1 calc R U . . .
C60 C 0.5493(2) 0.83906(13) 0.25320(14) 0.0599(6) Uani 1 1 d . . . . .
H60A H 0.531891 0.828194 0.207172 0.072 Uiso 1 1 calc R U . . .
H60B H 0.579314 0.804575 0.277160 0.072 Uiso 1 1 calc R U . . .
C61 C 0.6299(2) 0.88725(12) 0.26034(13) 0.0571(6) Uani 1 1 d . . . . .
H61A H 0.599831 0.921868 0.236653 0.069 Uiso 1 1 calc R U . . .
H61B H 0.647879 0.897891 0.306408 0.069 Uiso 1 1 calc R U . . .
C62 C 0.7249(3) 0.87197(13) 0.23652(18) 0.0703(8) Uani 1 1 d . . . . .
H62A H 0.706157 0.860539 0.190717 0.084 Uiso 1 1 calc R U . . .
H62B H 0.754807 0.837559 0.260666 0.084 Uiso 1 1 calc R U . . .
C63 C 0.8086(2) 0.92005(14) 0.24184(17) 0.0660(7) Uani 1 1 d . . . . .
H63A H 0.832393 0.929335 0.287866 0.079 Uiso 1 1 calc R U . . .
H63B H 0.866610 0.904412 0.224633 0.079 Uiso 1 1 calc R U . . .
C64 C 0.7736(2) 0.97487(13) 0.20641(15) 0.0616(7) Uani 1 1 d . . . . .
H64A H 0.716770 0.991128 0.224317 0.074 Uiso 1 1 calc R U . . .
H64B H 0.748450 0.965555 0.160547 0.074 Uiso 1 1 calc R U . . .
C65 C 0.8557(2) 1.02024(14) 0.2107(2) 0.0780(9) Uani 1 1 d . . . . .
H65A H 0.824713 1.057084 0.193144 0.094 Uiso 1 1 calc R U . . .
H65B H 0.884830 1.026736 0.256632 0.094 Uiso 1 1 calc R U . . .
C66 C 0.9382(2) 1.00556(15) 0.17618(19) 0.0766(9) Uani 1 1 d D . . . .
H66A H 1.001295 1.022787 0.200018 0.092 Uiso 1 1 calc R U . . .
H66B H 0.947016 0.963002 0.177361 0.092 Uiso 1 1 calc R U . . .
C67 C 0.9270(3) 1.03562(15) 0.0657(2) 0.0800(9) Uani 1 1 d D . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 -2 2 0.1080
4 -5 -4 0.1051
5 -5 -2 0.1290
0 -1 0 0.0872
1 -1 5 0.1744
-1 1 -5 0.1764
5 2 -4 0.1370
0 -1 5 0.1667
0 1 0 0.0802
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 C8 118.51(14) . . ?
C5 O2 C9 117.32(15) . . ?
C13 O3 C19 117.92(14) . . ?
C16 O4 C20 118.29(15) . . ?
C24 O5 C30 118.06(16) . . ?
C27 O6 C31 115.88(14) . . ?
C35 O7 C41 117.88(16) . . ?
C38 O8 C42 118.23(16) . . ?
C46 O9 C52 117.48(15) . . ?
C49 O10 C53 117.09(15) . . ?
C56 N1 C57 174.0(4) . . ?
C67 N2 C66 172.9(4) . . ?
C2 C1 C55 121.10(16) . . ?
C6 C1 C2 118.27(16) . . ?
C6 C1 C55 120.61(16) . . ?
O1 C2 C1 115.82(15) . . ?
O1 C2 C3 123.73(16) . . ?
C3 C2 C1 120.45(17) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.21(17) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 118.49(16) . . ?
C3 C4 C11 120.13(16) . . ?
C5 C4 C11 121.29(16) . . ?
O2 C5 C4 116.51(16) . . ?
O2 C5 C6 123.40(16) . . ?
C4 C5 C6 120.09(16) . . ?
C1 C6 C5 121.48(17) . . ?
C1 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
O1 C8 C7 107.03(16) . . ?
O1 C8 H8A 110.3 . . ?
O1 C8 H8B 110.3 . . ?
C7 C8 H8A 110.3 . . ?
C7 C8 H8B 110.3 . . ?
H8A C8 H8B 108.6 . . ?
O2 C9 H9A 110.3 . . ?
O2 C9 H9B 110.3 . . ?
O2 C9 C10 107.23(18) . . ?
H9A C9 H9B 108.5 . . ?
C10 C9 H9A 110.3 . . ?
C10 C9 H9B 110.3 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 C11 H11A 109.4 . . ?
C4 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 C4 111.20(14) . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C13 C12 C11 120.74(16) . . ?
C17 C12 C11 120.62(16) . . ?
C17 C12 C13 118.58(17) . . ?
O3 C13 C12 116.25(16) . . ?
O3 C13 C14 123.59(16) . . ?
C14 C13 C12 120.16(17) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.18(17) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C16 118.63(17) . . ?
C14 C15 C22 120.30(16) . . ?
C16 C15 C22 121.04(16) . . ?
O4 C16 C15 116.09(16) . . ?
O4 C16 C17 123.77(16) . . ?
C17 C16 C15 120.14(17) . . ?
C12 C17 C16 121.27(17) . . ?
C12 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
O3 C19 C18 106.88(16) . . ?
O3 C19 H19A 110.3 . . ?
O3 C19 H19B 110.3 . . ?
C18 C19 H19A 110.3 . . ?
C18 C19 H19B 110.3 . . ?
H19A C19 H19B 108.6 . . ?
O4 C20 H20A 110.3 . . ?
O4 C20 H20B 110.3 . . ?
O4 C20 C21 107.02(16) . . ?
H20A C20 H20B 108.6 . . ?
C21 C20 H20A 110.3 . . ?
C21 C20 H20B 110.3 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C15 C22 H22A 109.2 . . ?
C15 C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
C23 C22 C15 112.08(14) . . ?
C23 C22 H22A 109.2 . . ?
C23 C22 H22B 109.2 . . ?
C24 C23 C22 121.20(16) . . ?
C28 C23 C22 120.62(16) . . ?
C28 C23 C24 118.17(16) . . ?
O5 C24 C23 115.71(16) . . ?
O5 C24 C25 123.77(17) . . ?
C25 C24 C23 120.51(17) . . ?
C24 C25 H25 119.4 . . ?
C24 C25 C26 121.20(17) . . ?
C26 C25 H25 119.4 . . ?
C25 C26 C33 120.74(17) . . ?
C27 C26 C25 118.17(17) . . ?
C27 C26 C33 121.07(17) . . ?
O6 C27 C26 117.53(16) . . ?
O6 C27 C28 121.83(16) . . ?
C28 C27 C26 120.56(17) . . ?
C23 C28 C27 121.37(17) . . ?
C23 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
C30 C29 H29C 109.5 . . ?
O5 C30 C29 107.1(2) . . ?
O5 C30 H30A 110.3 . . ?
O5 C30 H30B 110.3 . . ?
C29 C30 H30A 110.3 . . ?
C29 C30 H30B 110.3 . . ?
H30A C30 H30B 108.5 . . ?
O6 C31 H31A 109.1 . . ?
O6 C31 H31B 109.1 . . ?
O6 C31 C32 112.35(18) . . ?
H31A C31 H31B 107.9 . . ?
C32 C31 H31A 109.1 . . ?
C32 C31 H31B 109.1 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C26 C33 H33A 109.4 . . ?
C26 C33 H33B 109.4 . . ?
C26 C33 C34 111.05(15) . . ?
H33A C33 H33B 108.0 . . ?
C34 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
C35 C34 C33 120.68(17) . . ?
C39 C34 C33 120.77(17) . . ?
C39 C34 C35 118.49(17) . . ?
O7 C35 C34 115.67(17) . . ?
O7 C35 C36 123.96(18) . . ?
C36 C35 C34 120.37(18) . . ?
C35 C36 H36 119.4 . . ?
C37 C36 C35 121.25(18) . . ?
C37 C36 H36 119.4 . . ?
C36 C37 C38 118.42(17) . . ?
C36 C37 C44 120.36(17) . . ?
C38 C37 C44 121.19(17) . . ?
O8 C38 C37 116.08(17) . . ?
O8 C38 C39 123.73(18) . . ?
C39 C38 C37 120.19(18) . . ?
C34 C39 C38 121.22(18) . . ?
C34 C39 H39 119.4 . . ?
C38 C39 H39 119.4 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C41 C40 H40A 109.5 . . ?
C41 C40 H40B 109.5 . . ?
C41 C40 H40C 109.5 . . ?
O7 C41 C40 106.6(2) . . ?
O7 C41 H41A 110.4 . . ?
O7 C41 H41B 110.4 . . ?
C40 C41 H41A 110.4 . . ?
C40 C41 H41B 110.4 . . ?
H41A C41 H41B 108.6 . . ?
O8 C42 H42A 110.3 . . ?
O8 C42 H42B 110.3 . . ?
O8 C42 C43 107.07(19) . . ?
H42A C42 H42B 108.6 . . ?
C43 C42 H42A 110.3 . . ?
C43 C42 H42B 110.3 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C37 C44 H44A 109.3 . . ?
C37 C44 H44B 109.3 . . ?
H44A C44 H44B 107.9 . . ?
C45 C44 C37 111.79(14) . . ?
C45 C44 H44A 109.3 . . ?
C45 C44 H44B 109.3 . . ?
C46 C45 C44 121.70(16) . . ?
C46 C45 C50 118.11(17) . . ?
C50 C45 C44 120.19(17) . . ?
O9 C46 C45 116.05(16) . . ?
O9 C46 C47 123.44(17) . . ?
C47 C46 C45 120.51(16) . . ?
C46 C47 H47 119.4 . . ?
C46 C47 C48 121.29(17) . . ?
C48 C47 H47 119.4 . . ?
C47 C48 C49 118.05(17) . . ?
C47 C48 C55 120.48(16) . . ?
C49 C48 C55 121.47(16) . . ?
O10 C49 C48 115.87(16) . . ?
O10 C49 C50 123.73(17) . . ?
C50 C49 C48 120.41(16) . . ?
C45 C50 H50 119.2 . . ?
C49 C50 C45 121.62(17) . . ?
C49 C50 H50 119.2 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C52 C51 H51A 109.5 . . ?
C52 C51 H51B 109.5 . . ?
C52 C51 H51C 109.5 . . ?
O9 C52 C51 107.50(18) . . ?
O9 C52 H52A 110.2 . . ?
O9 C52 H52B 110.2 . . ?
C51 C52 H52A 110.2 . . ?
C51 C52 H52B 110.2 . . ?
H52A C52 H52B 108.5 . . ?
O10 C53 H53A 110.3 . . ?
O10 C53 H53B 110.3 . . ?
O10 C53 C54 107.07(18) . . ?
H53A C53 H53B 108.6 . . ?
C54 C53 H53A 110.3 . . ?
C54 C53 H53B 110.3 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C1 C55 H55A 109.2 . . ?
C1 C55 H55B 109.2 . . ?
C48 C55 C1 111.91(14) . . ?
C48 C55 H55A 109.2 . . ?
C48 C55 H55B 109.2 . . ?
H55A C55 H55B 107.9 . . ?
N1 C57 H57A 107.5 . . ?
N1 C57 H57B 107.5 . . ?
N1 C57 C58 119.2(3) . . ?
H57A C57 H57B 107.0 . . ?
C58 C57 H57A 107.5 . . ?
C58 C57 H57B 107.5 . . ?
C57 C58 H58A 109.0 . . ?
C57 C58 H58B 109.0 . . ?
H58A C58 H58B 107.8 . . ?
C59 C58 C57 112.7(3) . . ?
C59 C58 H58A 109.0 . . ?
C59 C58 H58B 109.0 . . ?
C58 C59 H59A 109.1 . . ?
C58 C59 H59B 109.1 . . ?
C58 C59 C60 112.4(3) . . ?
H59A C59 H59B 107.9 . . ?
C60 C59 H59A 109.1 . . ?
C60 C59 H59B 109.1 . . ?
C59 C60 H60A 108.3 . . ?
C59 C60 H60B 108.3 . . ?
C59 C60 C61 115.8(2) . . ?
H60A C60 H60B 107.4 . . ?
C61 C60 H60A 108.3 . . ?
C61 C60 H60B 108.3 . . ?
C60 C61 H61A 108.5 . . ?
C60 C61 H61B 108.5 . . ?
H61A C61 H61B 107.5 . . ?
C62 C61 C60 115.3(2) . . ?
C62 C61 H61A 108.5 . . ?
C62 C61 H61B 108.5 . . ?
C61 C62 H62A 108.0 . . ?
C61 C62 H62B 108.0 . . ?
C61 C62 C63 117.1(3) . . ?
H62A C62 H62B 107.3 . . ?
C63 C62 H62A 108.0 . . ?
C63 C62 H62B 108.0 . . ?
C62 C63 H63A 108.8 . . ?
C62 C63 H63B 108.8 . . ?
H63A C63 H63B 107.7 . . ?
C64 C63 C62 113.7(2) . . ?
C64 C63 H63A 108.8 . . ?
C64 C63 H63B 108.8 . . ?
C63 C64 H64A 108.9 . . ?
C63 C64 H64B 108.9 . . ?
C63 C64 C65 113.2(3) . . ?
H64A C64 H64B 107.8 . . ?
C65 C64 H64A 108.9 . . ?
C65 C64 H64B 108.9 . . ?
C64 C65 H65A 108.5 . . ?
C64 C65 H65B 108.5 . . ?
H65A C65 H65B 107.5 . . ?
C66 C65 C64 114.9(3) . . ?
C66 C65 H65A 108.5 . . ?
C66 C65 H65B 108.5 . . ?
N2 C66 C65 116.2(3) . . ?
N2 C66 H66A 108.2 . . ?
N2 C66 H66B 108.2 . . ?
C65 C66 H66A 108.2 . . ?
C65 C66 H66B 108.2 . . ?
H66A C66 H66B 107.4 . . ?
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 1.378(2) . ?
O1 C8 1.425(2) . ?
O2 C5 1.381(2) . ?
O2 C9 1.428(2) . ?
O3 C13 1.375(2) . ?
O3 C19 1.431(2) . ?
O4 C16 1.379(2) . ?
O4 C20 1.424(2) . ?
O5 C24 1.381(2) . ?
O5 C30 1.418(3) . ?
O6 C27 1.388(2) . ?
O6 C31 1.433(2) . ?
O7 C35 1.383(2) . ?
O7 C41 1.416(3) . ?
O8 C38 1.379(2) . ?
O8 C42 1.417(3) . ?
O9 C46 1.381(2) . ?
O9 C52 1.426(2) . ?
O10 C49 1.383(2) . ?
O10 C53 1.426(2) . ?
N1 C56 1.136(5) . ?
N1 C57 1.208(4) . ?
N2 C66 1.252(4) . ?
N2 C67 1.116(4) . ?
C1 C2 1.395(3) . ?
C1 C6 1.391(3) . ?
C1 C55 1.519(2) . ?
C2 C3 1.393(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.394(3) . ?
C4 C5 1.395(3) . ?
C4 C11 1.517(2) . ?
C5 C6 1.396(3) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C7 C8 1.506(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.506(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.516(2) . ?
C12 C13 1.399(3) . ?
C12 C17 1.389(3) . ?
C13 C14 1.392(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.392(3) . ?
C15 C16 1.398(3) . ?
C15 C22 1.516(2) . ?
C16 C17 1.392(3) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C18 C19 1.501(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.507(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.515(2) . ?
C23 C24 1.400(3) . ?
C23 C28 1.386(3) . ?
C24 C25 1.388(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.395(3) . ?
C26 C27 1.393(3) . ?
C26 C33 1.513(3) . ?
C27 C28 1.392(3) . ?
C28 H28 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C29 C30 1.508(4) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.491(3) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.519(3) . ?
C34 C35 1.395(3) . ?
C34 C39 1.387(3) . ?
C35 C36 1.390(3) . ?
C36 H36 0.9300 . ?
C36 C37 1.389(3) . ?
C37 C38 1.397(3) . ?
C37 C44 1.515(3) . ?
C38 C39 1.394(3) . ?
C39 H39 0.9300 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C40 C41 1.510(3) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C43 1.508(3) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 C45 1.514(3) . ?
C45 C46 1.393(3) . ?
C45 C50 1.394(3) . ?
C46 C47 1.391(3) . ?
C47 H47 0.9300 . ?
C47 C48 1.395(3) . ?
C48 C49 1.399(3) . ?
C48 C55 1.512(3) . ?
C49 C50 1.384(3) . ?
C50 H50 0.9300 . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C51 C52 1.504(3) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C53 C54 1.503(3) . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C57 C58 1.511(4) . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C58 C59 1.450(4) . ?
C59 H59A 0.9700 . ?
C59 H59B 0.9700 . ?
C59 C60 1.487(4) . ?
C60 H60A 0.9700 . ?
C60 H60B 0.9700 . ?
C60 C61 1.514(4) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C61 C62 1.473(4) . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C62 C63 1.543(4) . ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
C63 C64 1.472(4) . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
C64 C65 1.485(4) . ?
C65 H65A 0.9700 . ?
C65 H65B 0.9700 . ?
C65 C66 1.449(4) . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?
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 179.73(17) . . . . ?
O2 C5 C6 C1 -179.57(17) . . . . ?
O3 C13 C14 C15 177.39(16) . . . . ?
O4 C16 C17 C12 178.34(16) . . . . ?
O5 C24 C25 C26 -179.74(17) . . . . ?
O6 C27 C28 C23 177.43(16) . . . . ?
O7 C35 C36 C37 -179.14(17) . . . . ?
O8 C38 C39 C34 179.73(17) . . . . ?
O9 C46 C47 C48 179.34(16) . . . . ?
O10 C49 C50 C45 178.99(16) . . . . ?
N1 C57 C58 C59 179.3(3) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C2 O1 C8 C7 -178.38(17) . . . . ?
C2 C1 C6 C5 -0.1(3) . . . . ?
C2 C1 C55 C48 -86.0(2) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C2 C3 C4 C11 -175.32(17) . . . . ?
C3 C4 C5 O2 179.03(16) . . . . ?
C3 C4 C5 C6 -1.4(3) . . . . ?
C3 C4 C11 C12 87.4(2) . . . . ?
C4 C5 C6 C1 0.9(3) . . . . ?
C4 C11 C12 C13 -88.8(2) . . . . ?
C4 C11 C12 C17 88.4(2) . . . . ?
C5 O2 C9 C10 177.9(2) . . . . ?
C5 C4 C11 C12 -89.0(2) . . . . ?
C6 C1 C2 O1 179.73(16) . . . . ?
C6 C1 C2 C3 -0.1(3) . . . . ?
C6 C1 C55 C48 92.5(2) . . . . ?
C8 O1 C2 C1 -179.43(17) . . . . ?
C8 O1 C2 C3 0.4(3) . . . . ?
C9 O2 C5 C4 -172.71(18) . . . . ?
C9 O2 C5 C6 7.7(3) . . . . ?
C11 C4 C5 O2 -4.5(3) . . . . ?
C11 C4 C5 C6 175.06(16) . . . . ?
C11 C12 C13 O3 -0.9(2) . . . . ?
C11 C12 C13 C14 178.53(15) . . . . ?
C11 C12 C17 C16 -176.73(15) . . . . ?
C12 C13 C14 C15 -2.0(3) . . . . ?
C13 O3 C19 C18 -175.07(15) . . . . ?
C13 C12 C17 C16 0.6(3) . . . . ?
C13 C14 C15 C16 0.9(3) . . . . ?
C13 C14 C15 C22 -176.89(15) . . . . ?
C14 C15 C16 O4 -179.13(15) . . . . ?
C14 C15 C16 C17 0.9(3) . . . . ?
C14 C15 C22 C23 86.5(2) . . . . ?
C15 C16 C17 C12 -1.7(3) . . . . ?
C15 C22 C23 C24 -88.2(2) . . . . ?
C15 C22 C23 C28 91.0(2) . . . . ?
C16 O4 C20 C21 174.43(15) . . . . ?
C16 C15 C22 C23 -91.3(2) . . . . ?
C17 C12 C13 O3 -178.23(15) . . . . ?
C17 C12 C13 C14 1.2(3) . . . . ?
C19 O3 C13 C12 175.89(15) . . . . ?
C19 O3 C13 C14 -3.5(3) . . . . ?
C20 O4 C16 C15 -171.02(15) . . . . ?
C20 O4 C16 C17 9.0(3) . . . . ?
C22 C15 C16 O4 -1.3(2) . . . . ?
C22 C15 C16 C17 178.68(15) . . . . ?
C22 C23 C24 O5 -0.1(2) . . . . ?
C22 C23 C24 C25 -179.66(17) . . . . ?
C22 C23 C28 C27 179.34(16) . . . . ?
C23 C24 C25 C26 -0.2(3) . . . . ?
C24 O5 C30 C29 173.8(2) . . . . ?
C24 C23 C28 C27 -1.4(3) . . . . ?
C24 C25 C26 C27 -0.5(3) . . . . ?
C24 C25 C26 C33 -178.90(17) . . . . ?
C25 C26 C27 O6 -176.62(16) . . . . ?
C25 C26 C27 C28 0.1(3) . . . . ?
C25 C26 C33 C34 89.9(2) . . . . ?
C26 C27 C28 C23 0.8(3) . . . . ?
C26 C33 C34 C35 -89.4(2) . . . . ?
C26 C33 C34 C39 87.6(2) . . . . ?
C27 O6 C31 C32 68.0(2) . . . . ?
C27 C26 C33 C34 -88.5(2) . . . . ?
C28 C23 C24 O5 -179.30(16) . . . . ?
C28 C23 C24 C25 1.1(3) . . . . ?
C30 O5 C24 C23 -171.01(18) . . . . ?
C30 O5 C24 C25 8.6(3) . . . . ?
C31 O6 C27 C26 -132.31(18) . . . . ?
C31 O6 C27 C28 51.0(2) . . . . ?
C33 C26 C27 O6 1.8(3) . . . . ?
C33 C26 C27 C28 178.58(16) . . . . ?
C33 C34 C35 O7 -5.1(3) . . . . ?
C33 C34 C35 C36 174.49(17) . . . . ?
C33 C34 C39 C38 -175.17(17) . . . . ?
C34 C35 C36 C37 1.3(3) . . . . ?
C35 O7 C41 C40 173.8(2) . . . . ?
C35 C34 C39 C38 1.9(3) . . . . ?
C35 C36 C37 C38 0.8(3) . . . . ?
C35 C36 C37 C44 -177.45(17) . . . . ?
C36 C37 C38 O8 178.89(16) . . . . ?
C36 C37 C38 C39 -1.5(3) . . . . ?
C36 C37 C44 C45 88.6(2) . . . . ?
C37 C38 C39 C34 0.1(3) . . . . ?
C37 C44 C45 C46 -91.1(2) . . . . ?
C37 C44 C45 C50 87.9(2) . . . . ?
C38 O8 C42 C43 -178.98(19) . . . . ?
C38 C37 C44 C45 -89.5(2) . . . . ?
C39 C34 C35 O7 177.80(16) . . . . ?
C39 C34 C35 C36 -2.6(3) . . . . ?
C41 O7 C35 C34 -174.52(19) . . . . ?
C41 O7 C35 C36 5.9(3) . . . . ?
C42 O8 C38 C37 -178.71(18) . . . . ?
C42 O8 C38 C39 1.7(3) . . . . ?
C44 C37 C38 O8 -2.9(3) . . . . ?
C44 C37 C38 C39 176.74(17) . . . . ?
C44 C45 C46 O9 -0.5(2) . . . . ?
C44 C45 C46 C47 -179.92(16) . . . . ?
C44 C45 C50 C49 -178.79(16) . . . . ?
C45 C46 C47 C48 -1.3(3) . . . . ?
C46 O9 C52 C51 -171.80(17) . . . . ?
C46 C45 C50 C49 0.3(3) . . . . ?
C46 C47 C48 C49 0.3(3) . . . . ?
C46 C47 C48 C55 -178.56(15) . . . . ?
C47 C48 C49 O10 -179.25(15) . . . . ?
C47 C48 C49 C50 1.0(3) . . . . ?
C47 C48 C55 C1 90.0(2) . . . . ?
C48 C49 C50 C45 -1.3(3) . . . . ?
C49 O10 C53 C54 177.52(18) . . . . ?
C49 C48 C55 C1 -88.8(2) . . . . ?
C50 C45 C46 O9 -179.57(15) . . . . ?
C50 C45 C46 C47 1.0(3) . . . . ?
C52 O9 C46 C45 169.83(16) . . . . ?
C52 O9 C46 C47 -10.8(3) . . . . ?
C53 O10 C49 C48 -172.63(16) . . . . ?
C53 O10 C49 C50 7.1(3) . . . . ?
C55 C1 C2 O1 -1.7(3) . . . . ?
C55 C1 C2 C3 178.40(16) . . . . ?
C55 C1 C6 C5 -178.64(16) . . . . ?
C55 C48 C49 O10 -0.4(2) . . . . ?
C55 C48 C49 C50 179.85(16) . . . . ?
C57 C58 C59 C60 -178.6(3) . . . . ?
C58 C59 C60 C61 179.5(3) . . . . ?
C59 C60 C61 C62 -179.5(3) . . . . ?
C60 C61 C62 C63 179.1(3) . . . . ?
C61 C62 C63 C64 -58.6(4) . . . . ?
C62 C63 C64 C65 -178.7(3) . . . . ?
C63 C64 C65 C66 68.2(4) . . . . ?
C64 C65 C66 N2 90.4(4) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4.9964 -1.9997 2.0051 -0.0414 0.0366 -0.5966
3.9978 -5.0008 -4.0052 -0.4375 -0.1263 0.4147
4.9986 -5.0021 -2.0068 -0.4217 0.0497 0.5255
0.0003 -1.0003 -0.0002 -0.0662 0.0123 -0.0102
1.0029 -1.0030 4.9974 -0.0080 0.4115 0.0950
-1.0029 1.0030 -4.9974 0.0080 -0.4115 -0.0950
4.9952 2.0007 -4.0047 0.0131 -0.1853 0.6003
0.0033 -1.0027 4.9986 0.0046 0.3841 -0.0195
-0.0003 1.0003 0.0002 0.0662 -0.0123 0.0102
