#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:05:36 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179612 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/76/4507657.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_4507657
loop_
_publ_author_name
'Stilinović, Vladimir'
'Kaitner, Branko'
_publ_section_title
;
 Structural and Thermodynamic Insight into Solid State Phase Transition
 Mechanism of a 1,3,3′-Triketone
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1703
_journal_paper_doi               10.1021/cg400016z
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         'C19 H32 O3'
_chemical_formula_sum            'C19 H32 O3'
_chemical_formula_weight         308.45
_chemical_name_systematic
;
dipivaloyl-3-cyclopentylpropanoylmethane
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-01-02T14:21:05-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90.989(3)
_cell_angle_beta                 105.20(3)
_cell_angle_gamma                90.13(2)
_cell_formula_units_Z            4
_cell_length_a                   11.120(3)
_cell_length_b                   12.377(3)
_cell_length_c                   14.302(3)
_cell_measurement_reflns_used    142
_cell_measurement_temperature    252.0(2)
_cell_measurement_theta_max      52.0
_cell_measurement_theta_min      4.6
_cell_volume                     1899.2(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      252.0(2)
_diffrn_measured_fraction_theta_full 0.944
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur CCD
diffractometer
;
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.079
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10052
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         4.05
_diffrn_standards_number         27
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.079
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.2
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.839
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     464
_refine_ls_number_reflns         6319
_refine_ls_number_restraints     37
_refine_ls_restrained_S_all      0.847
_refine_ls_R_factor_all          0.117
_refine_ls_R_factor_gt           0.0579
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0959P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1491
_refine_ls_wR_factor_ref         0.1632
_reflns_number_gt                2913
_reflns_number_total             6319
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400016z_si_002.cif
_cod_data_source_block           dp(cpp)m_H_252K
_cod_original_cell_volume        1899.3(8)
_cod_database_code               4507657
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.46840(17) 0.86250(18) 0.67420(16) 0.0928(7) Uani 1 1 d . . .
O2 O 0.47186(19) 0.6291(2) 0.60427(17) 0.1036(8) Uani 1 1 d . . .
O1 O 0.5865(2) 0.67515(19) 0.82113(17) 0.1016(8) Uani 1 1 d . . .
C18 C 0.9480(4) 0.2560(4) 0.9309(3) 0.1328(9) Uani 1 1 d U . .
H18A H 1.034 0.2571 0.9692 0.159 Uiso 1 1 calc R . .
H18B H 0.9091 0.19 0.9446 0.159 Uiso 1 1 calc R . .
C16 C 0.8659(3) 0.3566(3) 0.7890(2) 0.0967(10) Uani 1 1 d . . .
H16A H 0.9006 0.3923 0.742 0.116 Uiso 1 1 calc R . .
H16B H 0.7807 0.3351 0.7576 0.116 Uiso 1 1 calc R . .
C4 C 0.5798(2) 0.8497(2) 0.70503(19) 0.0591(7) Uani 1 1 d . . .
C1 C 0.6392(2) 0.7447(2) 0.68320(17) 0.0531(7) Uani 1 1 d . . .
H1 H 0.7204 0.76 0.6714 0.064 Uiso 1 1 calc R . .
C5 C 0.5772(2) 0.7048(3) 0.4952(2) 0.0741(9) Uani 1 1 d . . .
C9 C 0.6626(2) 0.9382(2) 0.7639(2) 0.0620(7) Uani 1 1 d . . .
C13 C 0.7553(3) 0.5865(2) 0.7788(2) 0.0756(8) Uani 1 1 d . . .
H13A H 0.8346 0.6237 0.7885 0.091 Uiso 1 1 calc R . .
H13B H 0.7405 0.5455 0.7184 0.091 Uiso 1 1 calc R . .
C15 C 0.8700(3) 0.4288(3) 0.8725(2) 0.0845(9) Uani 1 1 d . . .
H15 H 0.9478 0.4705 0.8852 0.101 Uiso 1 1 calc R . .
C11 C 0.5837(3) 1.0197(3) 0.8011(3) 0.1227(14) Uani 1 1 d . . .
H11A H 0.5204 1.047 0.7476 0.184 Uiso 1 1 calc R . .
H11B H 0.6356 1.0784 0.8335 0.184 Uiso 1 1 calc R . .
H11C H 0.5452 0.9854 0.8457 0.184 Uiso 1 1 calc R . .
C2 C 0.6556(3) 0.6688(2) 0.7691(2) 0.0689(8) Uani 1 1 d . . .
C8 C 0.6149(3) 0.8214(3) 0.4815(2) 0.0911(10) Uani 1 1 d . . .
H8A H 0.5485 0.8692 0.4857 0.137 Uiso 1 1 calc R . .
H8B H 0.6311 0.8277 0.4191 0.137 Uiso 1 1 calc R . .
H8C H 0.6887 0.8405 0.5312 0.137 Uiso 1 1 calc R . .
C10 C 0.7316(3) 0.9920(3) 0.6972(3) 0.0989(11) Uani 1 1 d . . .
H10A H 0.6723 1.0176 0.6405 0.148 Uiso 1 1 calc R . .
H10B H 0.7855 0.9404 0.6782 0.148 Uiso 1 1 calc R . .
H10C H 0.7803 1.0517 0.7309 0.148 Uiso 1 1 calc R . .
C14 C 0.7649(3) 0.5083(3) 0.8608(2) 0.0945(11) Uani 1 1 d . . .
H14A H 0.776 0.5493 0.9209 0.113 Uiso 1 1 calc R . .
H14B H 0.687 0.4685 0.8495 0.113 Uiso 1 1 calc R . .
C3 C 0.5534(2) 0.6884(2) 0.5935(2) 0.0690(8) Uani 1 1 d . . .
C7 C 0.6844(3) 0.6292(3) 0.4907(2) 0.0967(11) Uani 1 1 d . . .
H7A H 0.7573 0.6492 0.5408 0.145 Uiso 1 1 calc R . .
H7B H 0.7018 0.6348 0.4286 0.145 Uiso 1 1 calc R . .
H7C H 0.6612 0.5561 0.4997 0.145 Uiso 1 1 calc R . .
C12 C 0.7603(3) 0.8927(3) 0.8505(2) 0.0983(11) Uani 1 1 d . . .
H12A H 0.811 0.9507 0.8855 0.148 Uiso 1 1 calc R . .
H12B H 0.812 0.8422 0.8277 0.148 Uiso 1 1 calc R . .
H12C H 0.7192 0.8568 0.8926 0.148 Uiso 1 1 calc R . .
C6 C 0.4607(3) 0.6726(4) 0.4157(2) 0.1183(14) Uani 1 1 d . . .
H6A H 0.4396 0.5986 0.4234 0.177 Uiso 1 1 calc R . .
H6B H 0.4767 0.6808 0.3534 0.177 Uiso 1 1 calc R . .
H6C H 0.3927 0.7182 0.4203 0.177 Uiso 1 1 calc R . .
C19 C 0.8820(4) 0.3506(3) 0.9568(3) 0.1303(10) Uani 1 1 d U . .
H19A H 0.9293 0.3836 1.0173 0.156 Uiso 1 1 calc R . .
H19B H 0.8005 0.3299 0.9634 0.156 Uiso 1 1 calc R . .
C17 C 0.9433(4) 0.2588(3) 0.8296(3) 0.1320(10) Uani 1 1 d U . .
H17A H 0.9051 0.1932 0.7967 0.158 Uiso 1 1 calc R . .
H17B H 1.0266 0.2654 0.8209 0.158 Uiso 1 1 calc R . .
C23 C 0.0441(2) 0.7866(2) 0.60197(16) 0.0479(6) Uani 1 1 d . . .
C20 C 0.13791(19) 0.75123(18) 0.69524(15) 0.0420(6) Uani 1 1 d . . .
H20 H 0.2229 0.7672 0.6917 0.05 Uiso 1 1 calc R . .
C24 C 0.1846(2) 0.9134(2) 0.82121(17) 0.0539(7) Uani 1 1 d . . .
C28 C 0.0756(2) 0.7690(2) 0.50569(17) 0.0606(7) Uani 1 1 d U . .
C22 C 0.1119(2) 0.8110(2) 0.78238(16) 0.0477(6) Uani 1 1 d . . .
C31 C -0.0419(3) 0.7757(4) 0.4247(2) 0.1092(14) Uani 1 1 d . . .
H31A H -0.0939 0.7141 0.4262 0.164 Uiso 1 1 calc R . .
H31B H -0.0211 0.7767 0.3637 0.164 Uiso 1 1 calc R . .
H31C H -0.0857 0.8405 0.4326 0.164 Uiso 1 1 calc R . .
C30 C 0.1658(3) 0.8583(3) 0.4958(2) 0.1092(13) Uani 1 1 d . . .
H30A H 0.1279 0.9274 0.4991 0.164 Uiso 1 1 calc R . .
H30B H 0.1857 0.8502 0.4347 0.164 Uiso 1 1 calc R . .
H30C H 0.2407 0.8536 0.5475 0.164 Uiso 1 1 calc R . .
C25 C 0.3109(2) 0.8762(3) 0.8855(2) 0.0851(10) Uani 1 1 d . . .
H25A H 0.2973 0.8289 0.9342 0.128 Uiso 1 1 calc R . .
H25B H 0.3584 0.9381 0.916 0.128 Uiso 1 1 calc R . .
H25C H 0.3559 0.8385 0.8463 0.128 Uiso 1 1 calc R . .
C29 C 0.1387(3) 0.6608(3) 0.5004(2) 0.1060(12) Uani 1 1 d U . .
H29A H 0.2126 0.6566 0.553 0.159 Uiso 1 1 calc R . .
H29B H 0.1606 0.6543 0.44 0.159 Uiso 1 1 calc R . .
H29C H 0.0826 0.6032 0.505 0.159 Uiso 1 1 calc R . .
C32 C 0.2374(2) 0.5753(2) 0.7681(2) 0.0675(8) Uani 1 1 d . . .
H32A H 0.3084 0.5987 0.7461 0.081 Uiso 1 1 calc R A 1
H32B H 0.2515 0.599 0.8351 0.081 Uiso 1 1 calc R A 1
C21 C 0.1236(2) 0.6304(2) 0.70922(17) 0.0512(6) Uani 1 1 d . B .
O22 O -0.05213(16) 0.82824(17) 0.60631(12) 0.0735(6) Uani 1 1 d . . .
O21 O 0.02546(16) 0.58482(15) 0.67574(14) 0.0732(6) Uani 1 1 d . . .
O23 O 0.03625(17) 0.77346(16) 0.82017(13) 0.0765(6) Uani 1 1 d . . .
C27 C 0.2068(3) 0.9838(2) 0.7412(2) 0.0750(8) Uani 1 1 d . . .
H27A H 0.2553 0.9447 0.7055 0.112 Uiso 1 1 calc R . .
H27B H 0.2509 1.0483 0.7692 0.112 Uiso 1 1 calc R . .
H27C H 0.1282 1.0029 0.6982 0.112 Uiso 1 1 calc R . .
C26 C 0.1144(3) 0.9783(3) 0.8823(2) 0.0915(10) Uani 1 1 d . . .
H26A H 0.0352 1.0003 0.842 0.137 Uiso 1 1 calc R . .
H26B H 0.1625 1.0411 0.9098 0.137 Uiso 1 1 calc R . .
H26C H 0.1015 0.9342 0.9334 0.137 Uiso 1 1 calc R . .
C33 C 0.2324(10) 0.4551(11) 0.7643(8) 0.061(3) Uani 0.49(1) 1 d PD B 1
H33A H 0.2069 0.4318 0.6969 0.073 Uiso 0.49(1) 1 calc PR B 1
H33B H 0.1684 0.4316 0.7944 0.073 Uiso 0.49(1) 1 calc PR B 1
C34 C 0.3506(8) 0.3987(5) 0.8119(6) 0.0609(17) Uani 0.49(1) 1 d PD B 1
H34 H 0.4092 0.4151 0.7733 0.073 Uiso 0.49(1) 1 calc PR B 1
C36 C 0.4174(17) 0.2424(12) 0.9060(10) 0.107(6) Uani 0.49(1) 1 d PDU B 1
H36A H 0.4756 0.1876 0.8967 0.129 Uiso 0.49(1) 1 calc PR B 1
H36B H 0.3646 0.2112 0.9429 0.129 Uiso 0.49(1) 1 calc PR B 1
C35 C 0.3426(7) 0.2757(5) 0.8140(5) 0.090(2) Uani 0.49(1) 1 d PD B 1
H35A H 0.2568 0.2528 0.8053 0.109 Uiso 0.49(1) 1 calc PR B 1
H35B H 0.3731 0.2437 0.7623 0.109 Uiso 0.49(1) 1 calc PR B 1
C37 C 0.4883(7) 0.3381(6) 0.9613(5) 0.080(2) Uani 0.49(1) 1 d PD B 1
H37A H 0.5727 0.3407 0.9541 0.095 Uiso 0.49(1) 1 calc PR B 1
H37B H 0.4918 0.3347 1.0296 0.095 Uiso 0.49(1) 1 calc PR B 1
C38 C 0.4142(7) 0.4362(5) 0.9154(4) 0.0657(15) Uani 0.49(1) 1 d PD B 1
H38A H 0.469 0.4973 0.9156 0.079 Uiso 0.49(1) 1 calc PR B 1
H38B H 0.353 0.4566 0.9498 0.079 Uiso 0.49(1) 1 calc PR B 1
C135 C 0.2983(5) 0.2880(5) 0.8953(6) 0.0833(19) Uani 0.51(1) 1 d PD B 2
H13C H 0.2488 0.2845 0.9418 0.1 Uiso 0.51(1) 1 calc PR B 2
H13D H 0.2543 0.249 0.8369 0.1 Uiso 0.51(1) 1 calc PR B 2
C134 C 0.3176(5) 0.4052(4) 0.8721(6) 0.0583(14) Uani 0.51(1) 1 d PD B 2
H134 H 0.337 0.4471 0.933 0.07 Uiso 0.51(1) 1 calc PR B 2
C136 C 0.4192(11) 0.2398(14) 0.9351(11) 0.090(4) Uani 0.51(1) 1 d PDU B 2
H13E H 0.4179 0.1637 0.9174 0.108 Uiso 0.51(1) 1 calc PR B 2
H13F H 0.4437 0.247 1.0052 0.108 Uiso 0.51(1) 1 calc PR B 2
C137 C 0.5085(8) 0.3023(8) 0.8908(8) 0.113(3) Uani 0.51(1) 1 d PD B 2
H13G H 0.5376 0.2566 0.8456 0.136 Uiso 0.51(1) 1 calc PR B 2
H13H H 0.5801 0.3279 0.941 0.136 Uiso 0.51(1) 1 calc PR B 2
C138 C 0.4346(8) 0.3983(7) 0.8380(8) 0.093(3) Uani 0.51(1) 1 d PD B 2
H13I H 0.4829 0.4646 0.854 0.112 Uiso 0.51(1) 1 calc PR B 2
H13J H 0.4143 0.3864 0.7683 0.112 Uiso 0.51(1) 1 calc PR B 2
C133 C 0.2097(10) 0.4594(11) 0.8016(7) 0.057(3) Uani 0.51(1) 1 d PD B 2
H13K H 0.1409 0.4649 0.8314 0.069 Uiso 0.51(1) 1 calc PR B 2
H13L H 0.1825 0.4131 0.7445 0.069 Uiso 0.51(1) 1 calc PR B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C17 C18 C19 109.3(3)
C17 C18 H18A 109.8
C19 C18 H18A 109.8
C17 C18 H18B 109.8
C19 C18 H18B 109.8
H18A C18 H18B 108.3
C15 C16 C17 105.9(3)
C15 C16 H16A 110.6
C17 C16 H16A 110.6
C15 C16 H16B 110.6
C17 C16 H16B 110.6
H16A C16 H16B 108.7
O3 C4 C9 121.0(3)
O3 C4 C1 120.0(2)
C9 C4 C1 119.0(2)
C4 C1 C2 109.6(2)
C4 C1 C3 109.6(2)
C2 C1 C3 108.1(2)
C4 C1 H1 109.8
C2 C1 H1 109.8
C3 C1 H1 109.8
C3 C5 C6 109.5(2)
C3 C5 C7 106.0(3)
C6 C5 C7 109.6(3)
C3 C5 C8 112.3(3)
C6 C5 C8 110.1(3)
C7 C5 C8 109.3(2)
C11 C9 C4 109.9(2)
C11 C9 C10 110.8(3)
C4 C9 C10 107.4(2)
C11 C9 C12 108.8(3)
C4 C9 C12 111.9(2)
C10 C9 C12 107.9(2)
C2 C13 C14 114.9(2)
C2 C13 H13A 108.5
C14 C13 H13A 108.5
C2 C13 H13B 108.5
C14 C13 H13B 108.5
H13A C13 H13B 107.5
C16 C15 C14 116.2(3)
C16 C15 C19 103.5(3)
C14 C15 C19 114.5(3)
C16 C15 H15 107.4
C14 C15 H15 107.4
C19 C15 H15 107.4
C9 C11 H11A 109.5
C9 C11 H11B 109.5
H11A C11 H11B 109.5
C9 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
O1 C2 C13 124.2(3)
O1 C2 C1 120.0(3)
C13 C2 C1 115.8(2)
C5 C8 H8A 109.5
C5 C8 H8B 109.5
H8A C8 H8B 109.5
C5 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C9 C10 H10A 109.5
C9 C10 H10B 109.5
H10A C10 H10B 109.5
C9 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C15 C14 C13 114.2(3)
C15 C14 H14A 108.7
C13 C14 H14A 108.7
C15 C14 H14B 108.7
C13 C14 H14B 108.7
H14A C14 H14B 107.6
O2 C3 C5 121.9(3)
O2 C3 C1 118.8(3)
C5 C3 C1 119.2(2)
C5 C7 H7A 109.5
C5 C7 H7B 109.5
H7A C7 H7B 109.5
C5 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C9 C12 H12A 109.5
C9 C12 H12B 109.5
H12A C12 H12B 109.5
C9 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C5 C6 H6A 109.5
C5 C6 H6B 109.5
H6A C6 H6B 109.5
C5 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C18 C19 C15 104.9(3)
C18 C19 H19A 110.8
C15 C19 H19A 110.8
C18 C19 H19B 110.8
C15 C19 H19B 110.8
H19A C19 H19B 108.8
C18 C17 C16 106.6(3)
C18 C17 H17A 110.4
C16 C17 H17A 110.4
C18 C17 H17B 110.4
C16 C17 H17B 110.4
H17A C17 H17B 108.6
O22 C23 C28 121.4(2)
O22 C23 C20 119.7(2)
C28 C23 C20 118.9(2)
C21 C20 C22 107.84(17)
C21 C20 C23 109.87(19)
C22 C20 C23 109.58(18)
C21 C20 H20 109.8
C22 C20 H20 109.8
C23 C20 H20 109.8
C22 C24 C27 112.7(2)
C22 C24 C26 109.4(2)
C27 C24 C26 109.5(2)
C22 C24 C25 106.0(2)
C27 C24 C25 109.2(2)
C26 C24 C25 109.9(2)
C31 C28 C23 109.2(2)
C31 C28 C30 109.7(3)
C23 C28 C30 107.7(2)
C31 C28 C29 110.0(3)
C23 C28 C29 112.1(2)
C30 C28 C29 108.1(3)
O23 C22 C24 121.8(2)
O23 C22 C20 118.9(2)
C24 C22 C20 119.4(2)
C28 C31 H31A 109.5
C28 C31 H31B 109.5
H31A C31 H31B 109.5
C28 C31 H31C 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
C28 C30 H30A 109.5
C28 C30 H30B 109.5
H30A C30 H30B 109.5
C28 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
C24 C25 H25A 109.5
C24 C25 H25B 109.5
H25A C25 H25B 109.5
C24 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C28 C29 H29A 109.5
C28 C29 H29B 109.5
H29A C29 H29B 109.5
C28 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C33 C32 C21 115.4(5)
C21 C32 C133 113.2(4)
C33 C32 H32A 108.4
C21 C32 H32A 108.4
C133 C32 H32A 128.1
C33 C32 H32B 108.4
C21 C32 H32B 108.4
C133 C32 H32B 87.4
H32A C32 H32B 107.5
O21 C21 C32 123.6(2)
O21 C21 C20 120.9(2)
C32 C21 C20 115.5(2)
C24 C27 H27A 109.5
C24 C27 H27B 109.5
H27A C27 H27B 109.5
C24 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C24 C26 H26A 109.5
C24 C26 H26B 109.5
H26A C26 H26B 109.5
C24 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C32 C33 C34 116.1(9)
C32 C33 H33A 108.3
C34 C33 H33A 108.3
C32 C33 H33B 108.3
C34 C33 H33B 108.3
H33A C33 H33B 107.4
C33 C34 C35 115.8(8)
C33 C34 C38 115.7(8)
C35 C34 C38 106.3(5)
C33 C34 H34 106.1
C35 C34 H34 106.1
C38 C34 H34 106.1
C35 C36 C37 110.0(10)
C35 C36 H36A 109.7
C37 C36 H36A 109.6
C35 C36 H36B 109.7
C37 C36 H36B 109.7
H36A C36 H36B 108.2
C36 C35 C34 107.5(8)
C36 C35 H35A 110.2
C34 C35 H35A 110.2
C36 C35 H35B 110.2
C34 C35 H35B 110.2
H35A C35 H35B 108.5
C36 C37 C38 104.3(7)
C36 C37 H37A 110.9
C38 C37 H37A 110.9
C36 C37 H37B 110.9
C38 C37 H37B 110.9
H37A C37 H37B 108.9
C37 C38 C34 104.3(5)
C37 C38 H38A 110.9
C34 C38 H38A 110.9
C37 C38 H38B 110.9
C34 C38 H38B 110.9
H38A C38 H38B 108.9
C136 C135 C134 108.5(7)
C136 C135 H13C 110
C134 C135 H13C 110
C136 C135 H13D 110
C134 C135 H13D 110
H13C C135 H13D 108.4
C138 C134 C133 114.1(7)
C138 C134 C135 101.8(5)
C133 C134 C135 116.6(7)
C138 C134 H134 107.9
C133 C134 H134 107.9
C135 C134 H134 107.9
C135 C136 C137 105.0(10)
C135 C136 H13E 110.7
C137 C136 H13E 110.7
C135 C136 H13F 110.7
C137 C136 H13F 110.7
H13E C136 H13F 108.8
C136 C137 C138 106.4(7)
C136 C137 H13G 110.4
C138 C137 H13G 110.4
C136 C137 H13H 110.4
C138 C137 H13H 110.4
H13G C137 H13H 108.6
C134 C138 C137 106.1(6)
C134 C138 H13I 110.5
C137 C138 H13I 110.5
C134 C138 H13J 110.5
C137 C138 H13J 110.5
H13I C138 H13J 108.7
C134 C133 C32 115.8(8)
C134 C133 H13K 108.3
C32 C133 H13K 108.3
C134 C133 H13L 108.3
C32 C133 H13L 108.3
H13K C133 H13L 107.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O3 C4 1.213(3)
O2 C3 1.208(3)
O1 C2 1.203(3)
C18 C17 1.438(5)
C18 C19 1.476(5)
C18 H18A 0.97
C18 H18B 0.97
C16 C15 1.470(5)
C16 C17 1.519(5)
C16 H16A 0.97
C16 H16B 0.97
C4 C9 1.521(4)
C4 C1 1.524(4)
C1 C2 1.533(4)
C1 C3 1.538(4)
C1 H1 0.98
C5 C3 1.514(4)
C5 C6 1.530(4)
C5 C7 1.531(4)
C5 C8 1.533(4)
C9 C11 1.517(4)
C9 C10 1.532(4)
C9 C12 1.534(4)
C13 C2 1.488(4)
C13 C14 1.516(4)
C13 H13A 0.97
C13 H13B 0.97
C15 C14 1.507(4)
C15 C19 1.538(4)
C15 H15 0.98
C11 H11A 0.96
C11 H11B 0.96
C11 H11C 0.96
C8 H8A 0.96
C8 H8B 0.96
C8 H8C 0.96
C10 H10A 0.96
C10 H10B 0.96
C10 H10C 0.96
C14 H14A 0.97
C14 H14B 0.97
C7 H7A 0.96
C7 H7B 0.96
C7 H7C 0.96
C12 H12A 0.96
C12 H12B 0.96
C12 H12C 0.96
C6 H6A 0.96
C6 H6B 0.96
C6 H6C 0.96
C19 H19A 0.97
C19 H19B 0.97
C17 H17A 0.97
C17 H17B 0.97
C23 O22 1.204(3)
C23 C28 1.519(3)
C23 C20 1.534(3)
C20 C21 1.526(3)
C20 C22 1.531(3)
C20 H20 0.98
C24 C22 1.517(3)
C24 C27 1.521(3)
C24 C26 1.535(4)
C24 C25 1.540(3)
C28 C31 1.505(3)
C28 C30 1.524(4)
C28 C29 1.524(4)
C22 O23 1.208(2)
C31 H31A 0.96
C31 H31B 0.96
C31 H31C 0.96
C30 H30A 0.96
C30 H30B 0.96
C30 H30C 0.96
C25 H25A 0.96
C25 H25B 0.96
C25 H25C 0.96
C29 H29A 0.96
C29 H29B 0.96
C29 H29C 0.96
C32 C33 1.488(14)
C32 C21 1.497(3)
C32 C133 1.574(13)
C32 H32A 0.97
C32 H32B 0.97
C21 O21 1.205(3)
C27 H27A 0.96
C27 H27B 0.96
C27 H27C 0.96
C26 H26A 0.96
C26 H26B 0.96
C26 H26C 0.96
C33 C34 1.493(13)
C33 H33A 0.97
C33 H33B 0.97
C34 C35 1.527(9)
C34 C38 1.527(10)
C34 H34 0.98
C36 C35 1.428(14)
C36 C37 1.513(17)
C36 H36A 0.97
C36 H36B 0.97
C35 H35A 0.97
C35 H35B 0.97
C37 C38 1.527(8)
C37 H37A 0.97
C37 H37B 0.97
C38 H38A 0.97
C38 H38B 0.97
C135 C136 1.451(14)
C135 C134 1.521(7)
C135 H13C 0.97
C135 H13D 0.97
C134 C138 1.507(9)
C134 C133 1.517(12)
C134 H134 0.98
C136 C137 1.527(15)
C136 H13E 0.97
C136 H13F 0.97
C137 C138 1.538(10)
C137 H13G 0.97
C137 H13H 0.97
C138 H13I 0.97
C138 H13J 0.97
C133 H13K 0.97
C133 H13L 0.97
