#------------------------------------------------------------------------------
#$Date: 2020-04-01 02:36:09 +0300 (Wed, 01 Apr 2020) $
#$Revision: 249887 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/81/4038152.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_4038152
loop_
_publ_author_name
'Taimoory, S. Maryamdokht'
'Twum, Kwaku'
'Dashti, Mohadeseh'
'Pan, FangFang'
'Lahtinen, Manu'
'Rissanen, Kari'
'Puttreddy, Rakesh'
'Trant, John F.'
'Beyeh, Ngong Kodiah'
_publ_section_title
;
 Bringing a Molecular Plus One: Synergistic Binding Creates Guest-Mediated
 Three Component Complexes.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c00220
_journal_year                    2020
_chemical_formula_moiety         'C40 H48 O8, C5 H5 N'
_chemical_formula_sum            'C45 H53 N O8'
_chemical_formula_weight         735.88
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2019-07-06
_audit_creation_method
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 106.874(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.9373(7)
_cell_length_b                   17.1695(8)
_cell_length_c                   19.1617(11)
_cell_measurement_reflns_used    4647
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      76.2410
_cell_measurement_theta_min      3.4770
_cell_volume                     3758.2(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (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)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -113.00 -73.00   2.00    4.00    --  -41.78-135.00-117.00   20
  2  ω   -116.00 -18.00   2.00    4.00    --  -41.78 -37.00 120.00   49
  3  ω      4.00  80.00   2.00    4.00    --   41.78 -99.00 -60.00   38
  4  ω    100.00 178.00   2.00   20.00    --  112.00 111.00 -60.00   39
  5  ω    103.00 161.00   2.00   20.00    --  112.00 111.00 150.00   29
  6  ω     89.00 115.00   2.00   20.00    --  112.00  45.00  90.00   13
  7  ω     36.00 114.00   2.00   20.00    --  112.00-111.00-180.00   39
  8  ω    130.00 174.00   2.00   20.00    --  112.00  45.00  90.00   22
  9  ω     52.00 116.00   2.00   20.00    --  112.00-111.00  60.00   32
 10  ω     86.00 178.00   2.00   20.00    --  112.00  45.00 120.00   46
 11  ω     40.00 126.00   2.00   20.00    --  112.00 -61.00  30.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0411144000
_diffrn_orient_matrix_UB_12      -0.0081119000
_diffrn_orient_matrix_UB_13      0.0687602000
_diffrn_orient_matrix_UB_21      -0.0047520000
_diffrn_orient_matrix_UB_22      0.0894281000
_diffrn_orient_matrix_UB_23      0.0059421000
_diffrn_orient_matrix_UB_31      -0.1282606000
_diffrn_orient_matrix_UB_32      -0.0006699000
_diffrn_orient_matrix_UB_33      -0.0478938000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14965
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        66.744
_diffrn_reflns_theta_max         66.744
_diffrn_reflns_theta_min         3.527
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.712
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  1.00000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_description       block
_exptl_crystal_F_000             1576
_exptl_crystal_size_max          0.138
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.061
_refine_diff_density_max         1.130
_refine_diff_density_min         -0.727
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     506
_refine_ls_number_reflns         6623
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0844
_refine_ls_R_factor_gt           0.0657
_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)+(0.1162P)²+2.5424P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1842
_refine_ls_wR_factor_ref         0.2045
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5016
_reflns_number_total             6623
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c00220_si_002.cif
_cod_data_source_block           AB
_cod_database_code               4038152
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C30 H30 N1 O9'
_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 98.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, H3 of O3, H4 of O4, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, H5 of O5, H6 of O6, H8 of O8
2.a Riding coordinates:
 O3(H3), O4(H4), O7(H7), O8(H8)
2.b Ternary CH refined with riding coordinates:
 C8(H8A), C16(H16), C24(H24), C32(H32)
2.c Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C35(H35A,H35B), C37(H37A,H37B), C39(H39A,H39B)
2.d Aromatic/amide H refined with riding coordinates:
 C1(H1A), C14(H14), C22(H22), C30(H30), C41(H41), C42(H42), C43(H43), C44(H44),
  C45(H45)
2.e Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C15(H15A,H15B,H15C), C23(H23A,H23B,H23C), C31(H31A,H31B,
 H31C), C34(H34A,H34B,H34C), C36(H36A,H36B,H36C), C38(H38A,H38B,H38C), C40(H40A,
 H40B,H40C)
2.f Idealised tetrahedral OH refined as rotating group:
 O5(H5), O6(H6)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.194
_oxdiff_exptl_absorpt_empirical_full_min 0.866
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'
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 0.29906(16) 0.89483(10) 0.30795(9) 0.0182(4) Uani 1 1 d . . . . .
H1 H 0.347(3) 0.926(2) 0.3204(19) 0.029(9) Uiso 1 1 d . . . . .
O2 O 0.42295(17) 0.89553(11) 0.08802(10) 0.0215(4) Uani 1 1 d . . . . .
H2 H 0.477(3) 0.925(2) 0.1112(19) 0.027(8) Uiso 1 1 d . . . . .
O3 O 0.53727(15) 0.74763(11) 0.09395(9) 0.0211(4) Uani 1 1 d . . . . .
H3 H 0.505249 0.792543 0.090262 0.025 Uiso 1 1 d R . . . .
O4 O 0.52928(14) 0.47340(10) 0.09362(9) 0.0188(4) Uani 1 1 d . . . . .
H4 H 0.491537 0.431979 0.089604 0.023 Uiso 1 1 d R . . . .
O5 O 0.40742(15) 0.32873(11) 0.08279(9) 0.0208(4) Uani 1 1 d . . . . .
H5 H 0.455548 0.296423 0.104537 0.031 Uiso 1 1 calc GR . . . .
O6 O 0.29150(15) 0.32463(11) 0.30524(10) 0.0214(4) Uani 1 1 d . . . . .
H6 H 0.340134 0.289572 0.316035 0.032 Uiso 1 1 calc GR . . . .
O7 O 0.37870(14) 0.47675(10) 0.38017(9) 0.0185(4) Uani 1 1 d . . . . .
H7 H 0.334085 0.454464 0.401050 0.12(3) Uiso 1 1 d R . . . .
O8 O 0.37950(14) 0.75211(10) 0.37644(9) 0.0184(4) Uani 1 1 d . . . . .
H8 H 0.354603 0.794935 0.355693 0.028 Uiso 1 1 d R . . . .
N1 N 0.2401(3) 0.4045(2) 0.45113(19) 0.0486(8) Uani 1 1 d . . . . .
C1 C 0.2281(2) 0.76945(14) 0.14947(13) 0.0168(5) Uani 1 1 d . . . . .
H1A H 0.183399 0.725102 0.133180 0.020 Uiso 1 1 calc R . . . .
C2 C 0.22895(19) 0.80105(14) 0.21623(13) 0.0162(5) Uani 1 1 d . . . . .
C3 C 0.2974(2) 0.86726(14) 0.23999(13) 0.0160(5) Uani 1 1 d . . . . .
C4 C 0.3623(2) 0.90262(14) 0.19841(13) 0.0175(5) Uani 1 1 d . . . . .
C5 C 0.3583(2) 0.86778(15) 0.13185(13) 0.0170(5) Uani 1 1 d . . . . .
C6 C 0.2913(2) 0.80139(14) 0.10595(13) 0.0164(5) Uani 1 1 d . . . . .
C7 C 0.4332(2) 0.97569(15) 0.22431(13) 0.0202(5) Uani 1 1 d . . . . .
H7A H 0.395744 1.006379 0.252977 0.030 Uiso 1 1 calc GR . . . .
H7B H 0.438327 1.005405 0.182908 0.030 Uiso 1 1 calc GR . . . .
H7C H 0.510424 0.961619 0.253449 0.030 Uiso 1 1 calc GR . . . .
C8 C 0.2883(2) 0.76322(14) 0.03320(13) 0.0183(5) Uani 1 1 d . . . . .
H8A H 0.334018 0.796410 0.010014 0.022 Uiso 1 1 calc R . . . .
C9 C 0.3489(2) 0.68432(14) 0.04675(12) 0.0172(5) Uani 1 1 d . . . . .
C10 C 0.4706(2) 0.68078(15) 0.07779(12) 0.0175(5) Uani 1 1 d . . . . .
C11 C 0.5307(2) 0.61055(15) 0.09418(13) 0.0181(5) Uani 1 1 d . . . . .
C12 C 0.4662(2) 0.54189(15) 0.07801(12) 0.0169(5) Uani 1 1 d . . . . .
C13 C 0.3446(2) 0.54182(14) 0.04758(12) 0.0163(5) Uani 1 1 d . . . . .
C14 C 0.2891(2) 0.61371(14) 0.03243(12) 0.0164(5) Uani 1 1 d . . . . .
H14 H 0.208284 0.614677 0.011815 0.020 Uiso 1 1 calc R . . . .
C15 C 0.6618(2) 0.60975(16) 0.12944(14) 0.0228(5) Uani 1 1 d . . . . .
H15A H 0.697094 0.651390 0.109868 0.034 Uiso 1 1 calc GR . . . .
H15B H 0.693246 0.560875 0.119667 0.034 Uiso 1 1 calc GR . . . .
H15C H 0.678044 0.616491 0.181166 0.034 Uiso 1 1 calc GR . . . .
C16 C 0.2787(2) 0.46447(14) 0.03359(13) 0.0173(5) Uani 1 1 d . . . . .
H16 H 0.320496 0.430430 0.008518 0.021 Uiso 1 1 calc R . . . .
C17 C 0.2832(2) 0.42537(14) 0.10610(13) 0.0171(5) Uani 1 1 d . . . . .
C18 C 0.3468(2) 0.35720(14) 0.12894(13) 0.0168(5) Uani 1 1 d . . . . .
C19 C 0.3515(2) 0.32075(14) 0.19499(13) 0.0181(5) Uani 1 1 d . . . . .
C20 C 0.2911(2) 0.35603(14) 0.23926(13) 0.0169(5) Uani 1 1 d . . . . .
C21 C 0.22689(19) 0.42494(14) 0.21858(13) 0.0164(5) Uani 1 1 d . . . . .
C22 C 0.2245(2) 0.45776(14) 0.15200(13) 0.0174(5) Uani 1 1 d . . . . .
H22 H 0.181893 0.503287 0.137494 0.021 Uiso 1 1 calc R . . . .
C23 C 0.4189(2) 0.24595(15) 0.21842(14) 0.0218(5) Uani 1 1 d . . . . .
H23A H 0.495340 0.257833 0.250132 0.033 Uiso 1 1 calc GR . . . .
H23B H 0.426334 0.218804 0.176188 0.033 Uiso 1 1 calc GR . . . .
H23C H 0.377808 0.213738 0.243806 0.033 Uiso 1 1 calc GR . . . .
C24 C 0.1615(2) 0.46304(14) 0.26723(13) 0.0177(5) Uani 1 1 d . . . . .
H24 H 0.172445 0.429404 0.310005 0.021 Uiso 1 1 calc R . . . .
C25 C 0.2161(2) 0.54173(14) 0.29493(13) 0.0156(5) Uani 1 1 d . . . . .
C26 C 0.3228(2) 0.54488(14) 0.34984(13) 0.0157(5) Uani 1 1 d . . . . .
C27 C 0.3785(2) 0.61485(14) 0.37643(13) 0.0155(5) Uani 1 1 d . . . . .
C28 C 0.3233(2) 0.68396(14) 0.34743(13) 0.0159(5) Uani 1 1 d . . . . .
C29 C 0.2156(2) 0.68489(14) 0.29248(13) 0.0153(5) Uani 1 1 d . . . . .
C30 C 0.1662(2) 0.61273(14) 0.26711(13) 0.0153(5) Uani 1 1 d . . . . .
H30 H 0.096237 0.612068 0.229628 0.018 Uiso 1 1 calc R . . . .
C31 C 0.4945(2) 0.61498(15) 0.43474(14) 0.0195(5) Uani 1 1 d . . . . .
H31A H 0.496129 0.573365 0.468481 0.029 Uiso 1 1 calc GR . . . .
H31B H 0.504821 0.663822 0.460206 0.029 Uiso 1 1 calc GR . . . .
H31C H 0.556434 0.607840 0.412703 0.029 Uiso 1 1 calc GR . . . .
C32 C 0.1598(2) 0.76256(14) 0.26256(13) 0.0159(5) Uani 1 1 d . . . . .
H32 H 0.166113 0.796665 0.304545 0.019 Uiso 1 1 calc R . . . .
C33 C 0.0288(2) 0.75656(14) 0.22072(14) 0.0198(5) Uani 1 1 d . . . . .
H33A H 0.001641 0.806682 0.198955 0.024 Uiso 1 1 calc R . . . .
H33B H 0.018696 0.719015 0.181553 0.024 Uiso 1 1 calc R . . . .
C34 C -0.0464(2) 0.73185(16) 0.26978(16) 0.0255(6) Uani 1 1 d . . . . .
H34A H -0.126666 0.727283 0.240956 0.038 Uiso 1 1 calc GR . . . .
H34B H -0.040187 0.770284 0.307100 0.038 Uiso 1 1 calc GR . . . .
H34C H -0.019410 0.682537 0.291933 0.038 Uiso 1 1 calc GR . . . .
C35 C 0.1628(2) 0.75944(15) -0.01888(13) 0.0221(5) Uani 1 1 d . . . . .
H35A H 0.163209 0.731015 -0.062554 0.027 Uiso 1 1 calc R . . . .
H35B H 0.112961 0.731549 0.004597 0.027 Uiso 1 1 calc R . . . .
C36 C 0.1133(3) 0.84088(18) -0.03990(16) 0.0329(7) Uani 1 1 d . . . . .
H36A H 0.034954 0.836858 -0.071871 0.049 Uiso 1 1 calc GR . . . .
H36B H 0.161354 0.868061 -0.064292 0.049 Uiso 1 1 calc GR . . . .
H36C H 0.112343 0.868960 0.003258 0.049 Uiso 1 1 calc GR . . . .
C37 C 0.1522(2) 0.47219(15) -0.01620(13) 0.0190(5) Uani 1 1 d . . . . .
H37A H 0.108213 0.505116 0.007531 0.023 Uiso 1 1 calc R . . . .
H37B H 0.153243 0.497412 -0.061306 0.023 Uiso 1 1 calc R . . . .
C38 C 0.0905(2) 0.39364(16) -0.03386(15) 0.0246(6) Uani 1 1 d . . . . .
H38A H 0.014343 0.401099 -0.067700 0.037 Uiso 1 1 calc GR . . . .
H38B H 0.082702 0.370577 0.010118 0.037 Uiso 1 1 calc GR . . . .
H38C H 0.135767 0.359859 -0.055122 0.037 Uiso 1 1 calc GR . . . .
C39 C 0.0288(2) 0.46720(15) 0.22927(15) 0.0221(5) Uani 1 1 d . . . . .
H39A H 0.014126 0.504803 0.189862 0.026 Uiso 1 1 calc R . . . .
H39B H 0.001808 0.416789 0.208182 0.026 Uiso 1 1 calc R . . . .
C40 C -0.0407(2) 0.49039(17) 0.28160(18) 0.0298(6) Uani 1 1 d . . . . .
H40A H -0.122428 0.493357 0.255388 0.045 Uiso 1 1 calc GR . . . .
H40B H -0.014252 0.540227 0.302712 0.045 Uiso 1 1 calc GR . . . .
H40C H -0.029203 0.452131 0.319576 0.045 Uiso 1 1 calc GR . . . .
C41 C 0.2218(3) 0.3310(3) 0.4680(2) 0.0551(10) Uani 1 1 d . . . . .
H41 H 0.224499 0.291215 0.435661 0.066 Uiso 1 1 calc R . . . .
C42 C 0.1986(4) 0.3129(3) 0.5341(3) 0.0627(11) Uani 1 1 d . . . . .
H42 H 0.190965 0.261044 0.545819 0.075 Uiso 1 1 calc R . . . .
C43 C 0.1864(4) 0.3721(3) 0.5832(3) 0.0640(12) Uani 1 1 d . . . . .
H43 H 0.167098 0.360179 0.625683 0.077 Uiso 1 1 calc R . . . .
C44 C 0.2052(4) 0.4515(3) 0.5645(2) 0.0711(15) Uani 1 1 d . . . . .
H44 H 0.199695 0.492549 0.594997 0.085 Uiso 1 1 calc R . . . .
C45 C 0.2296(4) 0.4638(2) 0.5046(3) 0.0622(12) Uani 1 1 d . . . . .
H45 H 0.242001 0.515340 0.493706 0.075 Uiso 1 1 calc R . . . .
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
-1 -10 -5 0.0622
0 10 5 0.0553
-6 4 -2 0.0576
7 -3 2 0.0498
0 3 -12 0.0419
-2 -3 12 0.0140
7 3 -6 0.0581
6 0 5 0.0411
-7 -3 6 0.0580
4 -2 -12 0.0526
-2 -2 12 0.0088
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
C3 O1 H1 110(3) . . ?
C5 O2 H2 112(2) . . ?
C10 O3 H3 121.1 . . ?
C12 O4 H4 117.4 . . ?
C18 O5 H5 109.5 . . ?
C20 O6 H6 109.5 . . ?
C26 O7 H7 106.7 . . ?
C28 O8 H8 118.8 . . ?
C41 N1 C45 115.5(3) . . ?
C2 C1 H1A 118.7 . . ?
C2 C1 C6 122.6(2) . . ?
C6 C1 H1A 118.7 . . ?
C1 C2 C3 117.8(2) . . ?
C1 C2 C32 120.4(2) . . ?
C3 C2 C32 121.8(2) . . ?
O1 C3 C2 115.7(2) . . ?
O1 C3 C4 122.0(2) . . ?
C2 C3 C4 122.4(2) . . ?
C3 C4 C7 121.4(2) . . ?
C5 C4 C3 117.1(2) . . ?
C5 C4 C7 121.4(2) . . ?
O2 C5 C4 122.1(2) . . ?
O2 C5 C6 115.4(2) . . ?
C4 C5 C6 122.5(2) . . ?
C1 C6 C5 117.6(2) . . ?
C1 C6 C8 120.3(2) . . ?
C5 C6 C8 122.1(2) . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 107.2 . . ?
C6 C8 C35 111.6(2) . . ?
C9 C8 C6 109.96(19) . . ?
C9 C8 H8A 107.2 . . ?
C9 C8 C35 113.4(2) . . ?
C35 C8 H8A 107.2 . . ?
C10 C9 C8 119.6(2) . . ?
C14 C9 C8 123.3(2) . . ?
C14 C9 C10 117.1(2) . . ?
O3 C10 C9 121.2(2) . . ?
O3 C10 C11 116.4(2) . . ?
C11 C10 C9 122.4(2) . . ?
C10 C11 C12 117.8(2) . . ?
C10 C11 C15 120.5(2) . . ?
C12 C11 C15 121.7(2) . . ?
O4 C12 C11 116.1(2) . . ?
O4 C12 C13 121.6(2) . . ?
C11 C12 C13 122.3(2) . . ?
C12 C13 C16 119.6(2) . . ?
C14 C13 C12 117.4(2) . . ?
C14 C13 C16 123.0(2) . . ?
C9 C14 H14 118.5 . . ?
C13 C14 C9 123.0(2) . . ?
C13 C14 H14 118.5 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16 107.1 . . ?
C13 C16 C17 109.98(19) . . ?
C13 C16 C37 113.4(2) . . ?
C17 C16 H16 107.1 . . ?
C17 C16 C37 111.73(19) . . ?
C37 C16 H16 107.1 . . ?
C18 C17 C16 121.7(2) . . ?
C22 C17 C16 120.5(2) . . ?
C22 C17 C18 117.7(2) . . ?
O5 C18 C17 115.7(2) . . ?
O5 C18 C19 121.9(2) . . ?
C17 C18 C19 122.3(2) . . ?
C18 C19 C20 117.5(2) . . ?
C18 C19 C23 121.8(2) . . ?
C20 C19 C23 120.7(2) . . ?
O6 C20 C19 121.5(2) . . ?
O6 C20 C21 116.5(2) . . ?
C19 C20 C21 121.9(2) . . ?
C20 C21 C24 121.6(2) . . ?
C22 C21 C20 117.8(2) . . ?
C22 C21 C24 120.7(2) . . ?
C17 C22 H22 118.7 . . ?
C21 C22 C17 122.7(2) . . ?
C21 C22 H22 118.7 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24 106.9 . . ?
C21 C24 C25 110.48(19) . . ?
C21 C24 C39 111.7(2) . . ?
C25 C24 H24 106.9 . . ?
C25 C24 C39 113.5(2) . . ?
C39 C24 H24 106.9 . . ?
C26 C25 C24 120.0(2) . . ?
C30 C25 C24 123.3(2) . . ?
C30 C25 C26 116.7(2) . . ?
O7 C26 C25 120.3(2) . . ?
O7 C26 C27 116.9(2) . . ?
C27 C26 C25 122.8(2) . . ?
C26 C27 C31 120.7(2) . . ?
C28 C27 C26 117.9(2) . . ?
C28 C27 C31 121.4(2) . . ?
O8 C28 C27 116.3(2) . . ?
O8 C28 C29 121.5(2) . . ?
C27 C28 C29 122.2(2) . . ?
C28 C29 C32 119.7(2) . . ?
C30 C29 C28 116.9(2) . . ?
C30 C29 C32 123.4(2) . . ?
C25 C30 C29 123.5(2) . . ?
C25 C30 H30 118.2 . . ?
C29 C30 H30 118.2 . . ?
C27 C31 H31A 109.5 . . ?
C27 C31 H31B 109.5 . . ?
C27 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C2 C32 H32 107.0 . . ?
C2 C32 C33 111.41(19) . . ?
C29 C32 C2 110.22(18) . . ?
C29 C32 H32 107.0 . . ?
C29 C32 C33 113.82(19) . . ?
C33 C32 H32 107.0 . . ?
C32 C33 H33A 109.1 . . ?
C32 C33 H33B 109.1 . . ?
H33A C33 H33B 107.8 . . ?
C34 C33 C32 112.7(2) . . ?
C34 C33 H33A 109.1 . . ?
C34 C33 H33B 109.1 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C8 C35 H35A 109.4 . . ?
C8 C35 H35B 109.4 . . ?
H35A C35 H35B 108.0 . . ?
C36 C35 C8 111.2(2) . . ?
C36 C35 H35A 109.4 . . ?
C36 C35 H35B 109.4 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C16 C37 H37A 109.1 . . ?
C16 C37 H37B 109.1 . . ?
H37A C37 H37B 107.8 . . ?
C38 C37 C16 112.6(2) . . ?
C38 C37 H37A 109.1 . . ?
C38 C37 H37B 109.1 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C24 C39 H39A 109.1 . . ?
C24 C39 H39B 109.1 . . ?
H39A C39 H39B 107.8 . . ?
C40 C39 C24 112.5(2) . . ?
C40 C39 H39A 109.1 . . ?
C40 C39 H39B 109.1 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N1 C41 H41 119.5 . . ?
N1 C41 C42 121.0(5) . . ?
C42 C41 H41 119.5 . . ?
C41 C42 H42 119.2 . . ?
C41 C42 C43 121.6(4) . . ?
C43 C42 H42 119.2 . . ?
C42 C43 H43 121.4 . . ?
C42 C43 C44 117.2(4) . . ?
C44 C43 H43 121.4 . . ?
C43 C44 H44 120.9 . . ?
C45 C44 C43 118.1(4) . . ?
C45 C44 H44 120.9 . . ?
N1 C45 H45 116.7 . . ?
C44 C45 N1 126.5(4) . . ?
C44 C45 H45 116.7 . . ?
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 H1 0.76(4) . ?
O1 C3 1.380(3) . ?
O2 H2 0.84(4) . ?
O2 C5 1.380(3) . ?
O3 H3 0.8544 . ?
O3 C10 1.380(3) . ?
O4 H4 0.8334 . ?
O4 C12 1.382(3) . ?
O5 H5 0.8200 . ?
O5 C18 1.384(3) . ?
O6 H6 0.8200 . ?
O6 C20 1.373(3) . ?
O7 H7 0.8449 . ?
O7 C26 1.388(3) . ?
O8 H8 0.8476 . ?
O8 C28 1.383(3) . ?
N1 C41 1.336(5) . ?
N1 C45 1.476(6) . ?
C1 H1A 0.9300 . ?
C1 C2 1.387(4) . ?
C1 C6 1.389(3) . ?
C2 C3 1.397(3) . ?
C2 C32 1.527(3) . ?
C3 C4 1.400(4) . ?
C4 C5 1.397(4) . ?
C4 C7 1.514(3) . ?
C5 C6 1.399(3) . ?
C6 C8 1.532(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9800 . ?
C8 C9 1.522(3) . ?
C8 C35 1.542(3) . ?
C9 C10 1.402(3) . ?
C9 C14 1.394(3) . ?
C10 C11 1.392(4) . ?
C11 C12 1.393(4) . ?
C11 C15 1.513(3) . ?
C12 C13 1.398(3) . ?
C13 C14 1.392(3) . ?
C13 C16 1.527(3) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16 0.9800 . ?
C16 C17 1.530(3) . ?
C16 C37 1.540(3) . ?
C17 C18 1.394(4) . ?
C17 C22 1.390(4) . ?
C18 C19 1.398(4) . ?
C19 C20 1.400(4) . ?
C19 C23 1.513(3) . ?
C20 C21 1.403(3) . ?
C21 C22 1.388(4) . ?
C21 C24 1.526(3) . ?
C22 H22 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24 0.9800 . ?
C24 C25 1.527(3) . ?
C24 C39 1.541(3) . ?
C25 C26 1.399(3) . ?
C25 C30 1.393(3) . ?
C26 C27 1.396(3) . ?
C27 C28 1.392(4) . ?
C27 C31 1.506(3) . ?
C28 C29 1.406(3) . ?
C29 C30 1.397(3) . ?
C29 C32 1.526(3) . ?
C30 H30 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32 0.9800 . ?
C32 C33 1.540(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.536(3) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.526(4) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.527(3) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 C40 1.529(4) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 H41 0.9300 . ?
C41 C42 1.406(6) . ?
C42 H42 0.9300 . ?
C42 C43 1.421(7) . ?
C43 H43 0.9300 . ?
C43 C44 1.444(8) . ?
C44 H44 0.9300 . ?
C44 C45 1.281(7) . ?
C45 H45 0.9300 . ?
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 C3 C4 C5 177.2(2) . . . . ?
O1 C3 C4 C7 -3.1(4) . . . . ?
O2 C5 C6 C1 177.6(2) . . . . ?
O2 C5 C6 C8 -1.1(3) . . . . ?
O3 C10 C11 C12 -179.5(2) . . . . ?
O3 C10 C11 C15 1.4(3) . . . . ?
O4 C12 C13 C14 -178.7(2) . . . . ?
O4 C12 C13 C16 2.3(3) . . . . ?
O5 C18 C19 C20 177.3(2) . . . . ?
O5 C18 C19 C23 -2.8(3) . . . . ?
O6 C20 C21 C22 -179.7(2) . . . . ?
O6 C20 C21 C24 0.3(3) . . . . ?
O7 C26 C27 C28 -179.2(2) . . . . ?
O7 C26 C27 C31 0.7(3) . . . . ?
O8 C28 C29 C30 -179.8(2) . . . . ?
O8 C28 C29 C32 1.4(3) . . . . ?
N1 C41 C42 C43 4.0(6) . . . . ?
C1 C2 C3 O1 -177.6(2) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C1 C2 C32 C29 69.4(3) . . . . ?
C1 C2 C32 C33 -58.0(3) . . . . ?
C1 C6 C8 C9 -67.4(3) . . . . ?
C1 C6 C8 C35 59.4(3) . . . . ?
C2 C1 C6 C5 0.4(3) . . . . ?
C2 C1 C6 C8 179.1(2) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?
C2 C3 C4 C7 178.2(2) . . . . ?
C2 C32 C33 C34 -169.7(2) . . . . ?
C3 C2 C32 C29 -108.7(2) . . . . ?
C3 C2 C32 C33 123.9(2) . . . . ?
C3 C4 C5 O2 -177.0(2) . . . . ?
C3 C4 C5 C6 1.3(4) . . . . ?
C4 C5 C6 C1 -0.8(3) . . . . ?
C4 C5 C6 C8 -179.5(2) . . . . ?
C5 C6 C8 C9 111.3(2) . . . . ?
C5 C6 C8 C35 -122.0(2) . . . . ?
C6 C1 C2 C3 -0.6(3) . . . . ?
C6 C1 C2 C32 -178.8(2) . . . . ?
C6 C8 C9 C10 -69.7(3) . . . . ?
C6 C8 C9 C14 107.7(3) . . . . ?
C6 C8 C35 C36 64.0(3) . . . . ?
C7 C4 C5 O2 3.3(4) . . . . ?
C7 C4 C5 C6 -178.4(2) . . . . ?
C8 C9 C10 O3 -2.4(3) . . . . ?
C8 C9 C10 C11 177.5(2) . . . . ?
C8 C9 C14 C13 -177.5(2) . . . . ?
C9 C8 C35 C36 -171.1(2) . . . . ?
C9 C10 C11 C12 0.7(4) . . . . ?
C9 C10 C11 C15 -178.4(2) . . . . ?
C10 C9 C14 C13 0.0(3) . . . . ?
C10 C11 C12 O4 178.7(2) . . . . ?
C10 C11 C12 C13 -1.2(3) . . . . ?
C11 C12 C13 C14 1.1(3) . . . . ?
C11 C12 C13 C16 -177.9(2) . . . . ?
C12 C13 C14 C9 -0.5(3) . . . . ?
C12 C13 C16 C17 68.0(3) . . . . ?
C12 C13 C16 C37 -166.1(2) . . . . ?
C13 C16 C17 C18 -111.2(2) . . . . ?
C13 C16 C17 C22 68.0(3) . . . . ?
C13 C16 C37 C38 176.0(2) . . . . ?
C14 C9 C10 O3 -179.9(2) . . . . ?
C14 C9 C10 C11 -0.1(3) . . . . ?
C14 C13 C16 C17 -110.9(2) . . . . ?
C14 C13 C16 C37 15.0(3) . . . . ?
C15 C11 C12 O4 -2.2(3) . . . . ?
C15 C11 C12 C13 177.9(2) . . . . ?
C16 C13 C14 C9 178.5(2) . . . . ?
C16 C17 C18 O5 1.6(3) . . . . ?
C16 C17 C18 C19 -179.9(2) . . . . ?
C16 C17 C22 C21 -179.4(2) . . . . ?
C17 C16 C37 C38 -59.1(3) . . . . ?
C17 C18 C19 C20 -1.2(3) . . . . ?
C17 C18 C19 C23 178.8(2) . . . . ?
C18 C17 C22 C21 -0.1(3) . . . . ?
C18 C19 C20 O6 -179.6(2) . . . . ?
C18 C19 C20 C21 0.6(3) . . . . ?
C19 C20 C21 C22 0.1(3) . . . . ?
C19 C20 C21 C24 -179.9(2) . . . . ?
C20 C21 C22 C17 -0.4(3) . . . . ?
C20 C21 C24 C25 113.8(2) . . . . ?
C20 C21 C24 C39 -118.8(2) . . . . ?
C21 C24 C25 C26 -74.7(3) . . . . ?
C21 C24 C25 C30 103.8(2) . . . . ?
C21 C24 C39 C40 168.9(2) . . . . ?
C22 C17 C18 O5 -177.6(2) . . . . ?
C22 C17 C18 C19 0.9(3) . . . . ?
C22 C21 C24 C25 -66.2(3) . . . . ?
C22 C21 C24 C39 61.2(3) . . . . ?
C23 C19 C20 O6 0.5(3) . . . . ?
C23 C19 C20 C21 -179.3(2) . . . . ?
C24 C21 C22 C17 179.6(2) . . . . ?
C24 C25 C26 O7 -1.0(3) . . . . ?
C24 C25 C26 C27 178.6(2) . . . . ?
C24 C25 C30 C29 179.8(2) . . . . ?
C25 C24 C39 C40 -65.4(3) . . . . ?
C25 C26 C27 C28 1.1(3) . . . . ?
C25 C26 C27 C31 -178.9(2) . . . . ?
C26 C25 C30 C29 -1.7(3) . . . . ?
C26 C27 C28 O8 178.3(2) . . . . ?
C26 C27 C28 C29 -0.7(3) . . . . ?
C27 C28 C29 C30 -0.9(3) . . . . ?
C27 C28 C29 C32 -179.7(2) . . . . ?
C28 C29 C30 C25 2.1(3) . . . . ?
C28 C29 C32 C2 71.2(3) . . . . ?
C28 C29 C32 C33 -162.8(2) . . . . ?
C29 C32 C33 C34 64.9(3) . . . . ?
C30 C25 C26 O7 -179.6(2) . . . . ?
C30 C25 C26 C27 0.0(3) . . . . ?
C30 C29 C32 C2 -107.5(2) . . . . ?
C30 C29 C32 C33 18.5(3) . . . . ?
C31 C27 C28 O8 -1.6(3) . . . . ?
C31 C27 C28 C29 179.4(2) . . . . ?
C32 C2 C3 O1 0.6(3) . . . . ?
C32 C2 C3 C4 179.3(2) . . . . ?
C32 C29 C30 C25 -179.1(2) . . . . ?
C35 C8 C9 C10 164.5(2) . . . . ?
C35 C8 C9 C14 -18.1(3) . . . . ?
C37 C16 C17 C18 122.0(2) . . . . ?
C37 C16 C17 C22 -58.8(3) . . . . ?
C39 C24 C25 C26 159.0(2) . . . . ?
C39 C24 C25 C30 -22.6(3) . . . . ?
C41 N1 C45 C44 0.0(6) . . . . ?
C41 C42 C43 C44 -3.3(7) . . . . ?
C42 C43 C44 C45 1.1(7) . . . . ?
C43 C44 C45 N1 0.5(7) . . . . ?
C45 N1 C41 C42 -2.2(5) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0029 -9.9929 -5.0005 -0.2215 -0.9186 0.3748
0.0029 9.9926 4.9998 0.2626 0.9233 -0.2465
-5.9981 3.9955 -2.0057 0.0763 0.3739 0.8627
6.9985 -2.9958 2.0062 -0.1255 -0.2892 -0.9917
0.0027 3.0000 -12.0046 -0.8499 0.1969 0.5726
-2.0026 -3.0007 12.0032 0.9320 -0.1875 -0.3160
7.0017 3.0015 -5.9976 -0.7246 0.1995 -0.6128
5.9992 0.0013 5.0059 0.0975 0.0014 -1.0092
-7.0017 -3.0015 5.9976 0.7246 -0.1995 0.6128
4.0008 -1.9953 -12.0008 -0.9735 -0.2688 0.0630
-2.0023 -2.0014 12.0030 0.9239 -0.0981 -0.3167
