#------------------------------------------------------------------------------
#$Date: 2024-10-06 10:32:15 +0300 (Sun, 06 Oct 2024) $
#$Revision: 295220 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/91/7249176.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_7249176
loop_
_publ_author_name
'Carvalho, Paulo S.'
'Diniz, Luan F.'
'Fernandes, Christian'
_publ_section_title
;
 Spontaneous resolution of RS-fluoxetine through tetrafluoroborate
 conglomerate salt and racemic kryptoracemate formation via the sulfate
 ion
;
_journal_issue                   36
_journal_name_full               CrystEngComm
_journal_page_first              4975
_journal_page_last               4984
_journal_paper_doi               10.1039/D4CE00643G
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         '0.494(O4 S), C17 H19 F3 N O, H2 O'
_chemical_formula_sum            'C17 H21 F3 N O3.97 S0.5'
_chemical_formula_weight         375.98
_chemical_name_systematic        'Fluoxetine sulfate hydrate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-01-30
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-04-25 deposited with the CCDC.	2024-08-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.070(11)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   36.047(7)
_cell_length_b                   10.1156(17)
_cell_length_c                   10.3307(16)
_cell_measurement_reflns_used    9172
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.66
_cell_volume                     3619.8(11)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0873
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            62222
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        25.023
_diffrn_reflns_theta_max         25.023
_diffrn_reflns_theta_min         2.051
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_description       prism
_exptl_crystal_F_000             1574
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.890
_refine_diff_density_min         -0.981
_refine_diff_density_rms         0.147
_refine_ls_abs_structure_details
;
 Flack x determined using 2347 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.11(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         6370
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.1398
_refine_ls_R_factor_gt           0.1315
_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)+100.6538P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2832
_refine_ls_wR_factor_ref         0.2879
_reflns_Friedel_coverage         0.883
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.976
_reflns_number_gt                5860
_reflns_number_total             6370
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00643g2.cif
_cod_data_source_block           flx-so4-h
_cod_depositor_comments
'Adding full bibliography for 7249175--7249177.cif.'
_cod_original_formula_sum        'C17 H21 F3 N O3.97 S0.50'
_cod_database_code               7249176
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_max   0.971
_shelx_estimated_absorpt_t_min   0.966
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.957(3)
 0.043(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(O01G) = Uanis(O008)
Uanis(C017) = Uanis(C01B) = Uanis(C01D) = Uanis(C018) = Uanis(C01A) =
Uanis(C014)
Uanis(C00B) = Uanis(C012)
Uanis(O1) = Uanis(O011)
Uanis(O01F) = Uanis(O1) = Uanis(O011)
Uanis(O0) = Uanis(O2)
Uanis(C00V) = Uanis(C012)
Uanis(C00O) = Uanis(C00G) = Uanis(C00N) = Uanis(C00U) = Uanis(C00H) =
Uanis(C00M)
Uanis(C00J) = Uanis(C013) = Uanis(C00W) = Uanis(C00Y) = Uanis(C00R) =
Uanis(C00E)
Uanis(C00F) = Uanis(C010) = Uanis(C00P) = Uanis(C00K) = Uanis(C015) =
Uanis(C00Q)
Uanis(O00C) = Uanis(O0) = Uanis(O2)
4. Others
 Fixed Sof: O0(0.5) H0A(0.5) H0B(0.5) O01F(0.5) O1(0.45) O2(0.5) H2A(0.5)
 H2B(0.5)
5.a Free rotating group:
 O00C(H00M,H00N), O0(H0A,H0B), O2(H2A,H2B)
5.b Ternary CH refined with riding coordinates:
 C00V(H00V), C00X(H00X)
5.c Secondary CH2 refined with riding coordinates:
 N00A(H00F,H00I), C00B(H00A,H00B), N00D(H00C,H00D), C012(H01A,H01B), C016(H01F,
 H01G), C019(H01H,H01I)
5.d Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00G(H00G), C00H(H00H), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00U(H00U), C00W(H00W), C00Y(H00Y), C010(H010), C013(H013),
 C014(H014), C015(H015), C018(H018), C01A(H01J), C01B(H01K), C01D(H01L)
5.e Idealised Me refined as rotating group:
 C00T(H00J,H00K,H00L), C01E(H01C,H01D,H01E)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -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_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
S001 S 0.5000 0.8645(4) 0.0000 0.0234(10) Uani 1 2 d S T P . .
S002 S 0.5000 0.1468(6) 0.5000 0.081(3) Uani 1 2 d S T P . .
F003 F 0.7150(3) 0.4241(11) 1.5549(8) 0.046(3) Uani 1 1 d . . . . .
F004 F 0.7286(3) 0.5763(9) 1.4272(9) 0.044(2) Uani 1 1 d . . . . .
O005 O 0.6155(3) 0.2180(10) 0.9976(9) 0.029(2) Uani 1 1 d . . . . .
F006 F 0.7621(2) 0.3939(10) 1.4646(8) 0.040(2) Uani 1 1 d . . . . .
O007 O 0.6440(3) 0.8945(10) 0.2930(10) 0.031(2) Uani 1 1 d . . . . .
O008 O 0.4669(4) 0.7857(15) 0.0112(15) 0.069(3) Uani 1 1 d . . . . .
F009 F 0.6822(3) 0.4979(10) -0.1247(11) 0.056(3) Uani 1 1 d . . . . .
N00A N 0.5525(4) 1.1405(11) 0.2565(11) 0.027(3) Uani 1 1 d . . . . .
H00F H 0.5394 1.1515 0.3195 0.032 Uiso 1 1 calc R U . . .
H00I H 0.5432 1.0666 0.2082 0.032 Uiso 1 1 calc R U . . .
C00B C 0.5826(4) -0.0778(12) 0.7841(13) 0.0205(16) Uani 1 1 d . . . . .
H00A H 0.5950 -0.0601 0.7113 0.025 Uiso 1 1 calc R U . . .
H00B H 0.5981 -0.1452 0.8450 0.025 Uiso 1 1 calc R U . . .
O00C O 0.4614(4) 0.5094(10) 0.0117(14) 0.047(3) Uani 1 1 d G . . . .
H00M H 0.4833 0.5113 -0.0080 0.070 Uiso 1 1 d G U . . .
H00N H 0.4556 0.5922 0.0186 0.070 Uiso 1 1 d G U . . .
N00D N 0.5418(4) -0.1283(16) 0.7243(12) 0.042(3) Uani 1 1 d . . . . .
H00C H 0.5294 -0.1333 0.7900 0.050 Uiso 1 1 calc R U . . .
H00D H 0.5285 -0.0707 0.6604 0.050 Uiso 1 1 calc R U . . .
C00E C 0.6740(4) 0.0176(14) 0.8351(14) 0.0290(13) Uani 1 1 d . . . . .
H00E H 0.6787 -0.0533 0.8978 0.035 Uiso 1 1 calc R U . . .
C00F C 0.6561(4) 0.8183(15) 0.1997(14) 0.0294(13) Uani 1 1 d . . . . .
C00G C 0.6354(4) 0.3855(13) 1.1584(13) 0.0254(12) Uani 1 1 d . . . . .
H00G H 0.6110 0.4265 1.1222 0.030 Uiso 1 1 calc R U . . .
C00H C 0.7083(4) 0.2637(13) 1.2637(13) 0.0254(12) Uani 1 1 d . . . . .
H00H H 0.7328 0.2231 1.2997 0.030 Uiso 1 1 calc R U . . .
F00I F 0.7023(4) 0.6778(14) -0.1842(12) 0.080(4) Uani 1 1 d . . . . .
C00J C 0.6466(4) 0.1084(14) 0.8379(15) 0.0290(13) Uani 1 1 d . . . . .
C00K C 0.6856(4) 0.6770(15) 0.0220(13) 0.0294(13) Uani 1 1 d . . . . .
F00L F 0.7391(4) 0.5742(19) -0.0242(14) 0.117(7) Uani 1 1 d . . . . .
C00M C 0.6974(4) 0.3806(14) 1.3208(13) 0.0254(12) Uani 1 1 d . . . . .
C00N C 0.6453(4) 0.2687(13) 1.1025(14) 0.0254(12) Uani 1 1 d . . . . .
C00O C 0.6620(4) 0.4377(13) 1.2662(13) 0.0254(12) Uani 1 1 d . . . . .
H00O H 0.6558 0.5167 1.3053 0.030 Uiso 1 1 calc R U . . .
C00P C 0.6468(4) 0.6658(15) 0.0139(14) 0.0294(13) Uani 1 1 d . . . . .
H00P H 0.6307 0.6094 -0.0515 0.035 Uiso 1 1 calc R U . . .
C00Q C 0.6945(4) 0.8313(14) 0.2104(14) 0.0294(13) Uani 1 1 d . . . . .
H00Q H 0.7105 0.8869 0.2770 0.035 Uiso 1 1 calc R U . . .
C00R C 0.6954(4) 0.0268(14) 0.7411(15) 0.0290(13) Uani 1 1 d . . . . .
H00R H 0.7141 -0.0386 0.7392 0.035 Uiso 1 1 calc R U . . .
C00S C 0.7261(4) 0.4420(14) 1.4386(14) 0.029(3) Uani 1 1 d . . . . .
C00T C 0.5453(5) 1.2588(13) 0.1632(15) 0.034(4) Uani 1 1 d . . . . .
H00J H 0.5565 1.2422 0.0882 0.051 Uiso 1 1 calc R U . . .
H00K H 0.5574 1.3372 0.2130 0.051 Uiso 1 1 calc R U . . .
H00L H 0.5175 1.2735 0.1280 0.051 Uiso 1 1 calc R U . . .
C00U C 0.6807(4) 0.2117(13) 1.1507(13) 0.0254(12) Uani 1 1 d . . . . .
H00U H 0.6869 0.1354 1.1072 0.030 Uiso 1 1 calc R U . . .
C00V C 0.6220(4) 0.0934(12) 0.9338(13) 0.0205(16) Uani 1 1 d . . . . .
H00V H 0.6342 0.0276 1.0050 0.025 Uiso 1 1 calc R U . . .
C00W C 0.6618(4) 0.2304(14) 0.6515(15) 0.0290(13) Uani 1 1 d . . . . .
H00W H 0.6577 0.3033 0.5912 0.035 Uiso 1 1 calc R U . . .
C00X C 0.6051(4) 0.8741(15) 0.3070(14) 0.030(3) Uani 1 1 d . . . . .
H00X H 0.5857 0.8796 0.2167 0.037 Uiso 1 1 calc R U . . .
C00Y C 0.6891(4) 0.1325(14) 0.6498(15) 0.0290(13) Uani 1 1 d . . . . .
H00Y H 0.7036 0.1377 0.5859 0.035 Uiso 1 1 calc R U . . .
C00Z C 0.7039(5) 0.600(2) -0.070(2) 0.054(5) Uani 1 1 d . . . . .
C010 C 0.6315(4) 0.7376(14) 0.1019(13) 0.0294(13) Uani 1 1 d . . . . .
H010 H 0.6048 0.7321 0.0960 0.035 Uiso 1 1 calc R U . . .
O011 O 0.4976(4) 0.2156(16) 0.3849(12) 0.065(4) Uani 1 1 d . . . . .
C012 C 0.5811(4) 0.0503(12) 0.8630(13) 0.0205(16) Uani 1 1 d . . . . .
H01A H 0.5677 0.1204 0.8005 0.025 Uiso 1 1 calc R U . . .
H01B H 0.5666 0.0347 0.9301 0.025 Uiso 1 1 calc R U . . .
C013 C 0.6399(4) 0.2157(14) 0.7497(14) 0.0290(13) Uani 1 1 d . . . . .
H013 H 0.6209 0.2795 0.7538 0.035 Uiso 1 1 calc R U . . .
C014 C 0.5677(5) 0.6684(16) 0.3258(15) 0.0390(16) Uani 1 1 d . . . . .
H014 H 0.5485 0.6985 0.2483 0.047 Uiso 1 1 calc R U . . .
C015 C 0.7095(4) 0.7610(14) 0.1210(13) 0.0294(13) Uani 1 1 d . . . . .
H015 H 0.7361 0.7691 0.1261 0.035 Uiso 1 1 calc R U . . .
C016 C 0.5991(5) 0.9859(17) 0.3950(15) 0.043(4) Uani 1 1 d . . . . .
H01F H 0.6214 0.9894 0.4763 0.051 Uiso 1 1 calc R U . . .
H01G H 0.5758 0.9674 0.4248 0.051 Uiso 1 1 calc R U . . .
C017 C 0.6015(5) 0.7411(16) 0.3732(15) 0.0390(16) Uani 1 1 d . . . . .
C018 C 0.5916(5) 0.5131(17) 0.5066(15) 0.0390(16) Uani 1 1 d . . . . .
H018 H 0.5880 0.4358 0.5541 0.047 Uiso 1 1 calc R U . . .
C019 C 0.5944(5) 1.1221(18) 0.3256(18) 0.046(5) Uani 1 1 d . . . . .
H01H H 0.6037 1.1927 0.3932 0.056 Uiso 1 1 calc R U . . .
H01I H 0.6096 1.1258 0.2593 0.056 Uiso 1 1 calc R U . . .
C01A C 0.5611(5) 0.5510(16) 0.3899(15) 0.0390(16) Uani 1 1 d . . . . .
H01J H 0.5381 0.5005 0.3583 0.047 Uiso 1 1 calc R U . . .
C01B C 0.6310(5) 0.6992(16) 0.4874(14) 0.0390(16) Uani 1 1 d . . . . .
H01K H 0.6542 0.7479 0.5201 0.047 Uiso 1 1 calc R U . . .
O0 O 0.4446(8) 0.385(2) 0.210(3) 0.047(3) Uani 0.5 1 d G . P A 2
H0A H 0.4278 0.3300 0.1624 0.070 Uiso 0.5 1 d G U P A 2
H0B H 0.4521 0.4318 0.1516 0.070 Uiso 0.5 1 d G U P A 2
C01D C 0.6239(5) 0.5790(16) 0.5512(15) 0.0390(16) Uani 1 1 d . . . . .
H01L H 0.6431 0.5467 0.6274 0.047 Uiso 1 1 calc R U . . .
C01E C 0.5422(5) -0.2607(17) 0.6629(16) 0.041(4) Uani 1 1 d . . . . .
H01C H 0.5529 -0.2535 0.5858 0.061 Uiso 1 1 calc R U . . .
H01D H 0.5158 -0.2950 0.6324 0.061 Uiso 1 1 calc R U . . .
H01E H 0.5581 -0.3210 0.7298 0.061 Uiso 1 1 calc R U . . .
O01F O 0.4932(8) 0.008(3) 0.545(2) 0.065(4) Uani 0.5 1 d . . P B .
O01G O 0.5121(4) 0.9395(15) 0.1235(15) 0.069(3) Uani 1 1 d . . . . .
O1 O 0.5517(9) 0.145(4) 0.547(3) 0.065(4) Uani 0.45 1 d . . P B 1
O2 O 0.4515(8) 0.422(2) 0.282(3) 0.047(3) Uani 0.5 1 d G . P C 1
H2A H 0.4682 0.3746 0.3406 0.070 Uiso 0.5 1 d G U P C 1
H2B H 0.4643 0.4916 0.2703 0.070 Uiso 0.5 1 d G U P C 1
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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O008 S001 O008 114.2(13) . 2_655 ?
O01G S001 O008 105.6(7) . . ?
O01G S001 O008 107.6(10) 2_655 . ?
O01G S001 O008 107.6(10) . 2_655 ?
O01G S001 O008 105.6(7) 2_655 2_655 ?
O01G S001 O01G 116.7(14) . 2_655 ?
O011 S002 O011 118.4(14) 2_656 . ?
O011 S002 O01F 139.9(13) . . ?
O011 S002 O01F 100.4(12) . 2_656 ?
O011 S002 O01F 100.4(12) 2_656 . ?
O011 S002 O01F 139.9(12) 2_656 2_656 ?
O011 S002 O1 92.8(11) 2_656 2_656 ?
O011 S002 O1 87.7(11) . 2_656 ?
O011 S002 O1 87.7(11) 2_656 . ?
O011 S002 O1 92.8(11) . . ?
O01F S002 O01F 45.3(18) 2_656 . ?
O01F S002 O1 98.8(16) . . ?
O01F S002 O1 98.8(16) 2_656 2_656 ?
O01F S002 O1 80.2(16) . 2_656 ?
O01F S002 O1 80.2(16) 2_656 . ?
O1 S002 O1 179(2) 2_656 . ?
C00N O005 C00V 118.6(10) . . ?
C00F O007 C00X 118.8(11) . . ?
H00F N00A H00I 107.9 . . ?
C00T N00A H00F 109.2 . . ?
C00T N00A H00I 109.2 . . ?
C019 N00A H00F 109.2 . . ?
C019 N00A H00I 109.2 . . ?
C019 N00A C00T 112.0(12) . . ?
H00A C00B H00B 108.3 . . ?
N00D C00B H00A 109.9 . . ?
N00D C00B H00B 109.9 . . ?
N00D C00B C012 109.0(11) . . ?
C012 C00B H00A 109.9 . . ?
C012 C00B H00B 109.9 . . ?
H00M O00C H00N 104.6 . . ?
C00B N00D H00C 109.5 . . ?
C00B N00D H00D 109.5 . . ?
H00C N00D H00D 108.1 . . ?
C01E N00D C00B 110.8(12) . . ?
C01E N00D H00C 109.5 . . ?
C01E N00D H00D 109.5 . . ?
C00J C00E H00E 119.5 . . ?
C00J C00E C00R 120.9(13) . . ?
C00R C00E H00E 119.5 . . ?
O007 C00F C010 124.1(14) . . ?
C00Q C00F O007 113.3(13) . . ?
C00Q C00F C010 122.6(15) . . ?
C00N C00G H00G 121.3 . . ?
C00O C00G H00G 121.3 . . ?
C00O C00G C00N 117.5(13) . . ?
C00M C00H H00H 121.9 . . ?
C00U C00H H00H 121.9 . . ?
C00U C00H C00M 116.1(12) . . ?
C00E C00J C00V 120.7(12) . . ?
C00E C00J C013 120.7(14) . . ?
C013 C00J C00V 118.6(13) . . ?
C00P C00K C00Z 122.0(14) . . ?
C00P C00K C015 119.6(14) . . ?
C015 C00K C00Z 118.4(14) . . ?
C00H C00M C00S 118.3(12) . . ?
C00O C00M C00H 120.7(12) . . ?
C00O C00M C00S 121.0(13) . . ?
O005 C00N C00G 113.6(12) . . ?
C00U C00N O005 124.8(12) . . ?
C00U C00N C00G 121.6(13) . . ?
C00G C00O C00M 122.6(13) . . ?
C00G C00O H00O 118.7 . . ?
C00M C00O H00O 118.7 . . ?
C00K C00P H00P 120.1 . . ?
C00K C00P C010 119.7(14) . . ?
C010 C00P H00P 120.1 . . ?
C00F C00Q H00Q 121.0 . . ?
C00F C00Q C015 118.1(14) . . ?
C015 C00Q H00Q 121.0 . . ?
C00E C00R H00R 120.0 . . ?
C00E C00R C00Y 120.0(14) . . ?
C00Y C00R H00R 120.0 . . ?
F003 C00S C00M 110.7(12) . . ?
F004 C00S F003 104.3(12) . . ?
F004 C00S C00M 112.9(11) . . ?
F006 C00S F003 105.9(11) . . ?
F006 C00S F004 107.0(12) . . ?
F006 C00S C00M 115.1(12) . . ?
N00A C00T H00J 109.5 . . ?
N00A C00T H00K 109.5 . . ?
N00A C00T H00L 109.5 . . ?
H00J C00T H00K 109.5 . . ?
H00J C00T H00L 109.5 . . ?
H00K C00T H00L 109.5 . . ?
C00H C00U H00U 119.3 . . ?
C00N C00U C00H 121.3(13) . . ?
C00N C00U H00U 119.3 . . ?
O005 C00V C00J 113.9(10) . . ?
O005 C00V H00V 109.4 . . ?
O005 C00V C012 101.9(10) . . ?
C00J C00V H00V 109.4 . . ?
C00J C00V C012 112.4(11) . . ?
C012 C00V H00V 109.4 . . ?
C00Y C00W H00W 121.4 . . ?
C00Y C00W C013 117.1(13) . . ?
C013 C00W H00W 121.4 . . ?
O007 C00X H00X 110.0 . . ?
O007 C00X C016 104.8(11) . . ?
O007 C00X C017 111.7(13) . . ?
C016 C00X H00X 110.0 . . ?
C016 C00X C017 110.3(12) . . ?
C017 C00X H00X 110.0 . . ?
C00R C00Y H00Y 119.6 . . ?
C00W C00Y C00R 120.9(14) . . ?
C00W C00Y H00Y 119.6 . . ?
F009 C00Z F00I 101.3(14) . . ?
F009 C00Z C00K 111.2(16) . . ?
F00I C00Z C00K 108.6(14) . . ?
F00L C00Z F009 114.2(17) . . ?
F00L C00Z F00I 104(2) . . ?
F00L C00Z C00K 116.3(15) . . ?
C00F C010 H010 120.5 . . ?
C00P C010 C00F 119.1(14) . . ?
C00P C010 H010 120.5 . . ?
C00B C012 H01A 109.9 . . ?
C00B C012 H01B 109.9 . . ?
C00V C012 C00B 108.9(11) . . ?
C00V C012 H01A 109.9 . . ?
C00V C012 H01B 109.9 . . ?
H01A C012 H01B 108.3 . . ?
C00J C013 C00W 120.3(14) . . ?
C00J C013 H013 119.8 . . ?
C00W C013 H013 119.8 . . ?
C017 C014 H014 119.2 . . ?
C017 C014 C01A 121.6(15) . . ?
C01A C014 H014 119.2 . . ?
C00K C015 H015 119.5 . . ?
C00Q C015 C00K 120.9(14) . . ?
C00Q C015 H015 119.5 . . ?
C00X C016 H01F 108.7 . . ?
C00X C016 H01G 108.7 . . ?
C00X C016 C019 114.0(13) . . ?
H01F C016 H01G 107.6 . . ?
C019 C016 H01F 108.7 . . ?
C019 C016 H01G 108.7 . . ?
C014 C017 C00X 118.8(13) . . ?
C014 C017 C01B 121.2(15) . . ?
C01B C017 C00X 119.8(15) . . ?
C01A C018 H018 118.0 . . ?
C01D C018 H018 118.0 . . ?
C01D C018 C01A 123.9(16) . . ?
N00A C019 C016 107.5(13) . . ?
N00A C019 H01H 110.2 . . ?
N00A C019 H01I 110.2 . . ?
C016 C019 H01H 110.2 . . ?
C016 C019 H01I 110.2 . . ?
H01H C019 H01I 108.5 . . ?
C014 C01A C018 115.3(17) . . ?
C014 C01A H01J 122.3 . . ?
C018 C01A H01J 122.3 . . ?
C017 C01B H01K 121.7 . . ?
C017 C01B C01D 116.5(16) . . ?
C01D C01B H01K 121.7 . . ?
H0A O0 H0B 104.4 . . ?
C018 C01D C01B 121.4(15) . . ?
C018 C01D H01L 119.3 . . ?
C01B C01D H01L 119.3 . . ?
N00D C01E H01C 109.5 . . ?
N00D C01E H01D 109.5 . . ?
N00D C01E H01E 109.5 . . ?
H01C C01E H01D 109.5 . . ?
H01C C01E H01E 109.5 . . ?
H01D C01E H01E 109.5 . . ?
O01F O01F S002 67.4(9) 2_656 . ?
H2A O2 H2B 104.7 . . ?
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
S001 O008 1.467(13) 2_655 ?
S001 O008 1.467(13) . ?
S001 O01G 1.444(12) . ?
S001 O01G 1.444(12) 2_655 ?
S002 O011 1.360(13) . ?
S002 O011 1.360(13) 2_656 ?
S002 O01F 1.52(3) 2_656 ?
S002 O01F 1.52(3) . ?
S002 O1 1.79(3) . ?
S002 O1 1.79(3) 2_656 ?
F003 C00S 1.379(17) . ?
F004 C00S 1.369(17) . ?
O005 C00N 1.395(16) . ?
O005 C00V 1.471(16) . ?
F006 C00S 1.343(17) . ?
O007 C00F 1.396(18) . ?
O007 C00X 1.464(17) . ?
F009 C00Z 1.33(2) . ?
N00A H00F 0.9100 . ?
N00A H00I 0.9100 . ?
N00A C00T 1.513(18) . ?
N00A C019 1.49(2) . ?
C00B H00A 0.9900 . ?
C00B H00B 0.9900 . ?
C00B N00D 1.519(17) . ?
C00B C012 1.539(17) . ?
O00C H00M 0.8688 . ?
O00C H00N 0.8702 . ?
N00D H00C 0.9100 . ?
N00D H00D 0.9100 . ?
N00D C01E 1.48(2) . ?
C00E H00E 0.9500 . ?
C00E C00J 1.35(2) . ?
C00E C00R 1.40(2) . ?
C00F C00Q 1.36(2) . ?
C00F C010 1.41(2) . ?
C00G H00G 0.9500 . ?
C00G C00N 1.404(19) . ?
C00G C00O 1.360(19) . ?
C00H H00H 0.9500 . ?
C00H C00M 1.425(19) . ?
C00H C00U 1.410(19) . ?
F00I C00Z 1.40(2) . ?
C00J C00V 1.508(19) . ?
C00J C013 1.394(19) . ?
C00K C00P 1.38(2) . ?
C00K C00Z 1.51(2) . ?
C00K C015 1.42(2) . ?
F00L C00Z 1.25(2) . ?
C00M C00O 1.372(19) . ?
C00M C00S 1.496(19) . ?
C00N C00U 1.363(19) . ?
C00O H00O 0.9500 . ?
C00P H00P 0.9500 . ?
C00P C010 1.39(2) . ?
C00Q H00Q 0.9500 . ?
C00Q C015 1.39(2) . ?
C00R H00R 0.9500 . ?
C00R C00Y 1.402(19) . ?
C00T H00J 0.9800 . ?
C00T H00K 0.9800 . ?
C00T H00L 0.9800 . ?
C00U H00U 0.9500 . ?
C00V H00V 1.0000 . ?
C00V C012 1.518(18) . ?
C00W H00W 0.9500 . ?
C00W C00Y 1.40(2) . ?
C00W C013 1.46(2) . ?
C00X H00X 1.0000 . ?
C00X C016 1.50(2) . ?
C00X C017 1.53(2) . ?
C00Y H00Y 0.9500 . ?
C010 H010 0.9500 . ?
C012 H01A 0.9900 . ?
C012 H01B 0.9900 . ?
C013 H013 0.9500 . ?
C014 H014 0.9500 . ?
C014 C017 1.39(2) . ?
C014 C01A 1.41(2) . ?
C015 H015 0.9500 . ?
C016 H01F 0.9900 . ?
C016 H01G 0.9900 . ?
C016 C019 1.54(2) . ?
C017 C01B 1.42(2) . ?
C018 H018 0.9500 . ?
C018 C01A 1.44(2) . ?
C018 C01D 1.31(2) . ?
C019 H01H 0.9900 . ?
C019 H01I 0.9900 . ?
C01A H01J 0.9500 . ?
C01B H01K 0.9500 . ?
C01B C01D 1.44(2) . ?
O0 H0A 0.8702 . ?
O0 H0B 0.8702 . ?
C01D H01L 0.9500 . ?
C01E H01C 0.9800 . ?
C01E H01D 0.9800 . ?
C01E H01E 0.9800 . ?
O01F O01F 1.17(5) 2_656 ?
O2 H2A 0.8683 . ?
O2 H2B 0.8683 . ?
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
O005 C00N C00U C00H -175.2(13) . . . . ?
O005 C00V C012 C00B 177.4(9) . . . . ?
O007 C00F C00Q C015 -179.2(12) . . . . ?
O007 C00F C010 C00P 180.0(13) . . . . ?
O007 C00X C016 C019 70.8(16) . . . . ?
O007 C00X C017 C014 -140.8(14) . . . . ?
O007 C00X C017 C01B 44.0(18) . . . . ?
N00D C00B C012 C00V 174.6(11) . . . . ?
C00E C00J C00V O005 138.8(13) . . . . ?
C00E C00J C00V C012 -105.8(15) . . . . ?
C00E C00J C013 C00W 1(2) . . . . ?
C00E C00R C00Y C00W 0(2) . . . . ?
C00F O007 C00X C016 -170.2(12) . . . . ?
C00F O007 C00X C017 70.4(15) . . . . ?
C00F C00Q C015 C00K 0(2) . . . . ?
C00G C00N C00U C00H 3(2) . . . . ?
C00H C00M C00O C00G 1(2) . . . . ?
C00H C00M C00S F003 -108.7(15) . . . . ?
C00H C00M C00S F004 134.8(14) . . . . ?
C00H C00M C00S F006 11.4(19) . . . . ?
C00J C00E C00R C00Y 1(2) . . . . ?
C00J C00V C012 C00B 55.0(14) . . . . ?
C00K C00P C010 C00F -1(2) . . . . ?
C00M C00H C00U C00N -2(2) . . . . ?
C00N O005 C00V C00J -76.6(15) . . . . ?
C00N O005 C00V C012 162.1(11) . . . . ?
C00N C00G C00O C00M 0(2) . . . . ?
C00O C00G C00N O005 176.4(12) . . . . ?
C00O C00G C00N C00U -2(2) . . . . ?
C00O C00M C00S F003 73.5(17) . . . . ?
C00O C00M C00S F004 -43.1(19) . . . . ?
C00O C00M C00S F006 -166.4(13) . . . . ?
C00P C00K C00Z F009 -19(2) . . . . ?
C00P C00K C00Z F00I 91.4(19) . . . . ?
C00P C00K C00Z F00L -152.1(19) . . . . ?
C00P C00K C015 C00Q 0(2) . . . . ?
C00Q C00F C010 C00P 1(2) . . . . ?
C00R C00E C00J C00V 176.3(13) . . . . ?
C00R C00E C00J C013 -2(2) . . . . ?
C00S C00M C00O C00G 179.3(13) . . . . ?
C00T N00A C019 C016 -169.1(12) . . . . ?
C00U C00H C00M C00O 0(2) . . . . ?
C00U C00H C00M C00S -178.3(13) . . . . ?
C00V O005 C00N C00G -178.1(11) . . . . ?
C00V O005 C00N C00U 0.6(19) . . . . ?
C00V C00J C013 C00W -177.2(13) . . . . ?
C00X O007 C00F C00Q -170.4(12) . . . . ?
C00X O007 C00F C010 11(2) . . . . ?
C00X C016 C019 N00A 88.5(18) . . . . ?
C00X C017 C01B C01D 174.6(14) . . . . ?
C00Y C00W C013 C00J 1(2) . . . . ?
C00Z C00K C00P C010 179.4(15) . . . . ?
C00Z C00K C015 C00Q -178.5(14) . . . . ?
C010 C00F C00Q C015 0(2) . . . . ?
O011 S002 O01F O01F -156(3) 2_656 . . 2_656 ?
O011 S002 O01F O01F 39(4) . . . 2_656 ?
C012 C00B N00D C01E -172.4(12) . . . . ?
C013 C00J C00V O005 -42.8(18) . . . . ?
C013 C00J C00V C012 72.5(16) . . . . ?
C013 C00W C00Y C00R -1(2) . . . . ?
C014 C017 C01B C01D 0(2) . . . . ?
C015 C00K C00P C010 1(2) . . . . ?
C015 C00K C00Z F009 159.7(14) . . . . ?
C015 C00K C00Z F00I -89.7(17) . . . . ?
C015 C00K C00Z F00L 27(3) . . . . ?
C016 C00X C017 C014 103.1(16) . . . . ?
C016 C00X C017 C01B -72.1(18) . . . . ?
C017 C00X C016 C019 -168.9(14) . . . . ?
C017 C014 C01A C018 0(2) . . . . ?
C017 C01B C01D C018 -1(2) . . . . ?
C01A C014 C017 C00X -174.3(14) . . . . ?
C01A C014 C017 C01B 1(2) . . . . ?
C01A C018 C01D C01B 2(3) . . . . ?
C01D C018 C01A C014 -1(2) . . . . ?
O1 S002 O01F O01F 113(3) 2_656 . . 2_656 ?
O1 S002 O01F O01F -67(3) . . . 2_656 ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.957(3)
2 0.043(3)
