#------------------------------------------------------------------------------
#$Date: 2022-05-07 03:28:07 +0300 (Sat, 07 May 2022) $
#$Revision: 275169 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/86/7158673.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_7158673
loop_
_publ_author_name
'Fukumoto, Yuri'
'Umeno, Tomohiro'
'Kuramochi, Hina'
'Hamada, Koichi'
'Matsumoto, Shota'
'Suzuki, Noriko'
'Usui, Kazuteru'
'Mizutani, Akihiro'
'Karasawa, Satoru'
_publ_section_title
;
 Acid Responsiveness of Emissive Morpholinyl Aminoquinolines and Their Use
 for Cell Fluorescence Imaging
;
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB00546H
_journal_year                    2022
_chemical_formula_moiety         'F6 P, C18 H20 F6 N3 O, 0.5(C H4 O)'
_chemical_formula_sum            'C18.5 H22 F12 N3 O1.5 P'
_chemical_formula_weight         569.36
_chemical_name_systematic        FY-005_3
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-05-13
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2022-04-09 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   55.7279(19)
_cell_length_b                   8.6632(2)
_cell_length_c                   9.3599(3)
_cell_measurement_reflns_used    6613
_cell_measurement_temperature    93
_cell_measurement_theta_max      68.1500
_cell_measurement_theta_min      4.9700
_cell_volume                     4518.8(2)
_computing_cell_refinement       'CrysAlisPro 1.171.41.34a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.34a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.34a (Rigaku OD, 2019)'
_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_temperature      93
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00   1.00   0.50   16.15    --  -48.70  71.00 -38.00  126
  2  ω   -167.00 -98.00   0.50   64.61    --  -97.00 -92.00 -51.00  138
  3  ω   -170.00 -84.00   0.50   64.61    --  -97.00 -71.00-169.00  172
  4  ω    -73.00 -47.00   0.50   64.61    --  -97.00  61.00-171.00   52
  5  ω   -112.00 -47.00   0.50   16.15    --  -48.70 -37.00-150.00  130
  6  ω    -16.00  19.00   0.50   16.15    --   48.70 -19.00 150.00   70
  7  ω    -68.00 -27.00   0.50   64.61    --  -97.00  57.00 150.00   82
  8  ω    -56.00 -31.00   0.50   64.61    --  -97.00  57.00 -90.00   50
  9  ω    -67.00 -39.00   0.50   64.61    --  -97.00  57.00 -30.00   56
 10  ω     36.00  61.00   0.50   64.61    --  108.36 -57.00 120.00   50
 11  ω     37.00  63.00   0.50   64.61    --  108.36 -57.00-150.00   52
 12  ω     36.00  61.00   0.50   64.61    --  108.36 -57.00   0.00   50
 13  ω     36.00  64.00   0.50   64.61    --  108.36 -57.00 -30.00   56
 14  ω     39.00  64.00   0.50   64.61    --  108.36 -57.00  90.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  Rigaku_Synergy-Custom_007
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0319051000
_diffrn_orient_matrix_UB_12      -0.0618851000
_diffrn_orient_matrix_UB_13      0.0253671000
_diffrn_orient_matrix_UB_21      -0.1283008000
_diffrn_orient_matrix_UB_22      0.1105372000
_diffrn_orient_matrix_UB_23      0.0019781000
_diffrn_orient_matrix_UB_31      -0.0980576000
_diffrn_orient_matrix_UB_32      -0.1247132000
_diffrn_orient_matrix_UB_33      -0.0108269000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_av_unetI/netI     0.0665
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       68
_diffrn_reflns_limit_h_min       -66
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18212
_diffrn_reflns_point_group_measured_fraction_full 0.790
_diffrn_reflns_point_group_measured_fraction_max 0.733
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.592
_diffrn_reflns_theta_min         3.172
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_exptl_absorpt_coefficient_mu    2.214
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84620
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.34a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_description       plate
_exptl_crystal_F_000             2312
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.112
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.069
_refine_diff_density_max         0.879
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details
;
 Flack x determined using 1334 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     669
_refine_ls_number_reflns         7027
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.1125
_refine_ls_R_factor_gt           0.0834
_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)+(0.1570P)²+3.5513P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2318
_refine_ls_wR_factor_ref         0.2608
_reflns_Friedel_coverage         0.454
_reflns_Friedel_fraction_full    0.550
_reflns_Friedel_fraction_max     0.488
_reflns_number_gt                4788
_reflns_number_total             7027
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob00546h2.cif
_cod_data_source_block           3
_cod_original_formula_sum        'C18.50 H22 F12 N3 O1.50 P'
_cod_database_code               7158673
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N F O P'
_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.
;
_diffrn_oxdiff_digest_frames
;
016d02e860545949cc9eb1435685fa7609011345fd3
;
_diffrn_oxdiff_digest_hkl
;
0172fc4071096c621887e357564cdde121c4fa
;
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 N00W-C01X \\sim N00W-C1
 with sigma of 0.02
 N00W-C2 \\sim N00W-C2A
 with sigma of 0.02
 C01X-C5 \\sim C1-C5A
 with sigma of 0.02
 O1-C4 \\sim O1A-C4A
 with sigma of 0.02
 O1-C5 \\sim O1A-C5A
 with sigma of 0.02
 C2-C4 \\sim C2A-C4A
 with sigma of 0.02
 N00W-C4 \\sim N00W-C4A
 with sigma of 0.04
 N00W-C5 \\sim N00W-C5A
 with sigma of 0.04
 C01X-O1 \\sim C1-O1A
 with sigma of 0.04
 O1-C2 \\sim O1A-C2A
 with sigma of 0.04
 C4-C5 \\sim C4A-C5A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C1) = Uanis(C01X)
Uanis(C2) = Uanis(C2A)
Uanis(C4) = Uanis(C4A)
Uanis(C5) = Uanis(C5A)
Uanis(O1) = Uanis(O1A)
4. Others
 Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(O1A)=Sof(C5A)=
 Sof(H5AA)=Sof(H5AB)=Sof(C1)=Sof(H1A)=Sof(H1B)=1-FVAR(1)
 Sof(C01X)=Sof(H01H)=Sof(H01K)=Sof(O1)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C4)=
 Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C01D(H01M,H01N), C01H(H01A,H01B), C01L(H01P,H01Q), C01M(H01R,H01S), C01R(H01C,
 H01D), C01S(H01X,H01Y), C01T(H01Z,H), C01U(H01,HA), C01X(H01H,H01K), C2(H2A,
 H2B), C4(H4A,H4B), C5(H5A,H5B), C2A(H2AA,H2AB), C4A(H4AA,H4AB), C5A(H5AA,H5AB),
  C1(H1A,H1B)
5.b Aromatic/amide H refined with riding coordinates:
 N00M(H00M), C010(H010), N012(H012), C016(H016), C019(H019), C01C(H01L),
 C01F(H01O), C01I(H01I), C01J(H01J), C01N(H01T)
5.c Idealised Me refined as rotating group:
 C01O(H01U,H01V,H01W), C01V(H01E,H01F,H01G), C01Y(H2,HB,HC)
5.d Idealised tetrahedral OH refined as rotating group:
 O01B(H1)
;
_olex2_submission_original_sample_id FY-005_3
_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 2.037
_oxdiff_exptl_absorpt_empirical_full_min 0.629
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, 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
P001 P 0.30303(4) 0.6082(3) 0.1510(4) 0.0738(9) Uani 1 1 d . . . . .
P002 P 0.30944(5) 1.0440(3) -0.2800(4) 0.0735(8) Uani 1 1 d . . . . .
F003 F 0.44463(11) -0.0166(7) 0.1177(7) 0.0719(15) Uani 1 1 d . . . . .
F004 F 0.43689(11) -0.2519(6) 0.1725(9) 0.0823(19) Uani 1 1 d . . . . .
F005 F 0.46327(10) -0.1247(8) 0.2925(8) 0.0834(18) Uani 1 1 d . . . . .
F006 F 0.40517(13) -0.0961(8) 0.7964(8) 0.0865(19) Uani 1 1 d . . . . .
F007 F 0.51293(13) -0.3472(9) 1.1438(8) 0.097(2) Uani 1 1 d . . . . .
F008 F 0.48646(12) -0.2455(10) 0.5289(10) 0.105(3) Uani 1 1 d . . . . .
F009 F 0.51539(14) -0.1054(9) 1.1021(10) 0.105(2) Uani 1 1 d . . . . .
N00A N 0.38757(12) 0.0285(9) 0.5235(9) 0.0554(18) Uani 1 1 d . . . . .
F00B F 0.51948(14) -0.1732(9) 0.4315(8) 0.092(2) Uani 1 1 d . . . . .
F00C F 0.43778(11) 0.0274(11) 0.7528(8) 0.104(3) Uani 1 1 d . . . . .
F00D F 0.51082(14) -0.4140(9) 0.4414(9) 0.097(2) Uani 1 1 d . . . . .
F00E F 0.30871(12) 0.4657(7) 0.2536(13) 0.113(4) Uani 1 1 d . . . . .
F00F F 0.31545(14) 1.1721(7) -0.3933(10) 0.099(2) Uani 1 1 d . . . . .
O00G O 0.63414(13) -0.5250(9) 1.3940(11) 0.082(2) Uani 1 1 d . . . . .
N00H N 0.54477(13) -0.3098(9) 0.9257(10) 0.0597(19) Uani 1 1 d . . . . .
F00I F 0.40481(16) 0.1458(8) 0.7751(10) 0.110(3) Uani 1 1 d . . . . .
F00J F 0.33022(11) 0.6542(8) 0.1437(13) 0.119(3) Uani 1 1 d . . . . .
F00K F 0.48545(11) -0.2356(11) 1.0254(11) 0.115(3) Uani 1 1 d . . . . .
N00L N 0.64247(14) -0.5440(8) 1.0857(12) 0.066(2) Uani 1 1 d . . . . .
N00M N 0.32808(14) 0.0633(9) 0.1550(12) 0.071(2) Uani 1 1 d . . . . .
H00M H 0.325445 0.068026 0.062377 0.086 Uiso 1 1 calc R . . . .
F00N F 0.27561(11) 0.5612(8) 0.1566(12) 0.121(4) Uani 1 1 d . . . . .
F00O F 0.30033(19) 0.7127(10) 0.2913(13) 0.126(3) Uani 1 1 d . . . . .
F00P F 0.31539(16) 0.9142(9) -0.3891(12) 0.119(3) Uani 1 1 d . . . . .
C00Q C 0.35116(16) 0.0307(10) 0.2055(13) 0.061(2) Uani 1 1 d . . . . .
F00R F 0.29580(15) 0.7541(8) 0.0636(12) 0.111(3) Uani 1 1 d . . . . .
C00S C 0.54720(16) -0.3359(10) 0.6676(9) 0.054(2) Uani 1 1 d . . . . .
F00T F 0.28299(12) 1.0439(8) -0.3330(17) 0.148(5) Uani 1 1 d . . . . .
C00U C 0.41485(16) 0.0243(11) 0.7200(13) 0.063(2) Uani 1 1 d . . . . .
C00V C 0.39912(15) -0.0333(10) 0.2803(11) 0.053(2) Uani 1 1 d . . . . .
N00W N 0.26363(13) 0.1405(9) 0.2447(14) 0.085(3) Uani 1 1 d D . . . .
C00X C 0.38212(15) 0.0106(9) 0.3864(11) 0.052(2) Uani 1 1 d . . . . .
F00Y F 0.30472(18) 1.1872(10) -0.1711(13) 0.130(4) Uani 1 1 d . . . . .
C00Z C 0.55729(17) -0.3407(11) 0.8048(11) 0.060(2) Uani 1 1 d . . . . .
C010 C 0.51041(17) -0.2575(11) 0.7801(14) 0.063(2) Uani 1 1 d . . . . .
H010 H 0.494105 -0.225849 0.776640 0.076 Uiso 1 1 calc R . . . .
C011 C 0.52196(16) -0.2698(10) 0.9088(13) 0.062(2) Uani 1 1 d . . . . .
N012 N 0.61958(16) -0.4596(11) 0.7114(13) 0.081(3) Uani 1 1 d . . . . .
H012 H 0.626417 -0.504678 0.637592 0.097 Uiso 1 1 calc R . . . .
C013 C 0.42304(15) -0.0626(10) 0.3321(11) 0.052(2) Uani 1 1 d . . . . .
C014 C 0.44198(16) -0.1136(11) 0.2259(13) 0.065(3) Uani 1 1 d . . . . .
F015 F 0.3055(2) 0.5078(12) 0.0148(14) 0.140(4) Uani 1 1 d . . . . .
C016 C 0.3690(2) -0.0080(12) 0.0973(13) 0.067(3) Uani 1 1 d . . . . .
H016 H 0.364623 -0.009532 -0.000739 0.081 Uiso 1 1 calc R . . . .
C018 C 0.5099(2) -0.2774(14) 0.5155(15) 0.078(3) Uani 1 1 d . . . . .
C019 C 0.42861(16) -0.0413(11) 0.4716(11) 0.058(2) Uani 1 1 d . . . . .
H019 H 0.444479 -0.056589 0.505797 0.069 Uiso 1 1 calc R . . . .
C01A C 0.59569(16) -0.4173(11) 0.7016(11) 0.059(2) Uani 1 1 d . . . . .
O01B O 0.57101(17) -0.4404(12) 1.1695(13) 0.106(3) Uani 1 1 d . . . . .
H1 H 0.577199 -0.403613 1.243918 0.159 Uiso 1 1 calc GR . . . .
C01C C 0.56161(18) -0.3674(12) 0.5472(12) 0.066(2) Uani 1 1 d . . . . .
H01L H 0.555151 -0.358460 0.453631 0.079 Uiso 1 1 calc R . . . .
C01D C 0.63362(19) -0.4025(12) 1.1646(15) 0.073(3) Uani 1 1 d . . . . .
H01M H 0.639297 -0.309274 1.113577 0.088 Uiso 1 1 calc R . . . .
H01N H 0.615858 -0.401628 1.162301 0.088 Uiso 1 1 calc R . . . .
C01E C 0.41004(16) 0.0041(10) 0.5635(12) 0.055(2) Uani 1 1 d . . . . .
C01F C 0.58206(17) -0.3806(12) 0.8220(12) 0.062(2) Uani 1 1 d . . . . .
H01O H 0.589139 -0.382172 0.914315 0.074 Uiso 1 1 calc R . . . .
C01G C 0.52230(18) -0.2906(11) 0.6584(13) 0.065(2) Uani 1 1 d . . . . .
C01H C 0.28698(16) 0.1336(10) 0.1671(15) 0.073(3) Uani 1 1 d . . . . .
H01A H 0.290003 0.236199 0.124142 0.087 Uiso 1 1 calc R . . . .
H01B H 0.285294 0.059024 0.087537 0.087 Uiso 1 1 calc R . . . .
C01I C 0.39135(18) -0.0410(11) 0.1354(13) 0.067(3) Uani 1 1 d . . . . .
H01I H 0.402528 -0.070785 0.063915 0.080 Uiso 1 1 calc R . . . .
C01J C 0.35776(15) 0.0393(10) 0.3450(12) 0.058(2) Uani 1 1 d . . . . .
H01J H 0.346157 0.064571 0.415619 0.070 Uiso 1 1 calc R . . . .
C01K C 0.50883(17) -0.2393(12) 1.0440(13) 0.065(3) Uani 1 1 d . . . . .
C01L C 0.6362(2) -0.6822(10) 1.1798(18) 0.089(5) Uani 1 1 d . . . . .
H01P H 0.618673 -0.699723 1.174843 0.107 Uiso 1 1 calc R . . . .
H01Q H 0.644192 -0.774996 1.140360 0.107 Uiso 1 1 calc R . . . .
C01M C 0.6341(2) -0.4317(13) 0.8418(16) 0.080(3) Uani 1 1 d . . . . .
H01R H 0.628984 -0.334305 0.888005 0.096 Uiso 1 1 calc R . . . .
H01S H 0.651262 -0.422918 0.816484 0.096 Uiso 1 1 calc R . . . .
C01N C 0.5850(2) -0.4113(14) 0.5666(15) 0.078(3) Uani 1 1 d . . . . .
H01T H 0.594356 -0.438442 0.485351 0.093 Uiso 1 1 calc R . . . .
C01O C 0.66933(18) -0.5377(13) 1.0657(16) 0.077(3) Uani 1 1 d . . . . .
H01U H 0.673787 -0.438120 1.023707 0.116 Uiso 1 1 calc GR . . . .
H01V H 0.674377 -0.621303 1.001921 0.116 Uiso 1 1 calc GR . . . .
H01W H 0.677254 -0.549518 1.158527 0.116 Uiso 1 1 calc GR . . . .
F01P F 0.33668(18) 1.0461(10) -0.2343(16) 0.147(4) Uani 1 1 d . . . . .
F01Q F 0.3040(3) 0.9272(12) -0.1641(15) 0.187(6) Uani 1 1 d . . . . .
C01R C 0.30871(16) 0.0890(11) 0.2526(16) 0.072(3) Uani 1 1 d . . . . .
H01C H 0.312914 0.172597 0.320311 0.086 Uiso 1 1 calc R . . . .
H01D H 0.305433 -0.005980 0.308037 0.086 Uiso 1 1 calc R . . . .
C01S C 0.6303(2) -0.5647(12) 0.9417(16) 0.079(3) Uani 1 1 d . . . . .
H01X H 0.636582 -0.659794 0.896313 0.095 Uiso 1 1 calc R . . . .
H01Y H 0.612901 -0.578958 0.957116 0.095 Uiso 1 1 calc R . . . .
C01T C 0.6432(3) -0.6655(13) 1.3315(16) 0.083(3) Uani 1 1 d . . . . .
H01Z H 0.636973 -0.754772 1.386158 0.100 Uiso 1 1 calc R . . . .
H H 0.660906 -0.666410 1.338800 0.100 Uiso 1 1 calc R . . . .
C01U C 0.6415(2) -0.3939(11) 1.3130(18) 0.086(4) Uani 1 1 d . . . . .
H01 H 0.659221 -0.386049 1.315735 0.103 Uiso 1 1 calc R . . . .
HA H 0.634838 -0.299377 1.357343 0.103 Uiso 1 1 calc R . . . .
C01V C 0.26615(19) 0.2400(14) 0.380(2) 0.101(5) Uani 1 1 d . . . . .
H01E H 0.275828 0.184687 0.450585 0.152 Uiso 1 1 calc GR . . . .
H01F H 0.250213 0.261072 0.419350 0.152 Uiso 1 1 calc GR . . . .
H01G H 0.274030 0.337611 0.355270 0.152 Uiso 1 1 calc GR . . . .
C01X C 0.2528(3) -0.0108(15) 0.306(2) 0.068(5) Uani 0.685(13) 1 d D . P A 1
H01H H 0.265090 -0.070144 0.358647 0.082 Uiso 0.685(13) 1 calc R . P A 1
H01K H 0.239327 0.012560 0.371639 0.082 Uiso 0.685(13) 1 calc R . P A 1
C01Y C 0.5610(3) -0.5853(15) 1.200(3) 0.137(8) Uani 1 1 d . . . . .
H2 H 0.559016 -0.643724 1.111284 0.205 Uiso 1 1 calc GR . . . .
HB H 0.545310 -0.571327 1.245759 0.205 Uiso 1 1 calc GR . . . .
HC H 0.571650 -0.641966 1.264817 0.205 Uiso 1 1 calc GR . . . .
O1 O 0.2258(2) -0.0146(16) 0.1000(19) 0.083(6) Uani 0.685(13) 1 d D . P A 1
C2 C 0.2433(3) 0.2226(16) 0.167(3) 0.102(9) Uani 0.685(13) 1 d D . P A 1
H2A H 0.229490 0.237867 0.231877 0.122 Uiso 0.685(13) 1 calc R . P A 1
H2B H 0.248718 0.324832 0.132377 0.122 Uiso 0.685(13) 1 calc R . P A 1
C4 C 0.2362(3) 0.123(2) 0.043(2) 0.084(5) Uani 0.685(13) 1 d D . P A 1
H4A H 0.224425 0.177390 -0.017721 0.101 Uiso 0.685(13) 1 calc R . P A 1
H4B H 0.250420 0.097210 -0.015291 0.101 Uiso 0.685(13) 1 calc R . P A 1
C5 C 0.2440(3) -0.1002(16) 0.179(2) 0.086(6) Uani 0.685(13) 1 d D . P A 1
H5A H 0.257730 -0.123158 0.115575 0.104 Uiso 0.685(13) 1 calc R . P A 1
H5B H 0.237191 -0.199569 0.212131 0.104 Uiso 0.685(13) 1 calc R . P A 1
C2A C 0.2487(5) 0.179(5) 0.113(4) 0.102(9) Uani 0.315(13) 1 d D . P A 2
H2AA H 0.251388 0.287350 0.084484 0.122 Uiso 0.315(13) 1 calc R . P A 2
H2AB H 0.253606 0.111553 0.032180 0.122 Uiso 0.315(13) 1 calc R . P A 2
C4A C 0.2225(5) 0.153(4) 0.146(5) 0.084(5) Uani 0.315(13) 1 d D . P A 2
H4AA H 0.217976 0.206576 0.235518 0.101 Uiso 0.315(13) 1 calc R . P A 2
H4AB H 0.212294 0.193014 0.067367 0.101 Uiso 0.315(13) 1 calc R . P A 2
O1A O 0.2198(6) -0.010(3) 0.160(4) 0.083(6) Uani 0.315(13) 1 d D . P A 2
C5A C 0.2340(5) -0.058(4) 0.285(5) 0.086(6) Uani 0.315(13) 1 d D . P A 2
H5AA H 0.230841 -0.167595 0.307056 0.104 Uiso 0.315(13) 1 calc R . P A 2
H5AB H 0.229353 0.004685 0.369173 0.104 Uiso 0.315(13) 1 calc R . P A 2
C1 C 0.2602(5) -0.035(3) 0.254(6) 0.068(5) Uani 0.315(13) 1 d D . P A 2
H1A H 0.264665 -0.085653 0.163080 0.082 Uiso 0.315(13) 1 calc R . P A 2
H1B H 0.270129 -0.079375 0.331904 0.082 Uiso 0.315(13) 1 calc R . P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
F F 0.0727 0.0534 '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'
P P 0.2955 0.4335 '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 -5 -17 0.0493
-6 0 0 0.0422
-1 5 17 0.0780
6 0 -1 0.0469
1 -5 -17 0.0611
6 0 -1 0.0638
0 5 18 0.0719
-6 0 -1 0.0318
0 -5 -17 0.0426
6 0 -1 0.0562
0 3 -32 0.0247
-3 -1 -32 0.0242
3 5 -2 0.0578
2 0 34 0.0697
0 -3 31 0.0504
-3 -5 10 0.0451
5 0 -18 0.0388
4 -1 -25 0.0342
0 -4 -27 0.0296
-4 2 27 0.0798
5 3 -2 0.0535
4 4 14 0.0694
3 -3 24 0.0328
-1 -5 2 0.0380
0 5 -13 0.0552
3 5 9 0.0576
-3 -1 30 0.0486
-4 -2 19 0.0345
-4 3 12 0.0509
-6 -2 -6 0.0308
0 5 -8 0.0403
-5 -1 -22 0.0248
-3 4 -19 0.0362
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
F00E P001 F00O 87.8(6) . . ?
F00J P001 F00E 91.8(4) . . ?
F00J P001 F00N 179.4(7) . . ?
F00J P001 F00O 89.0(6) . . ?
F00N P001 F00E 88.4(4) . . ?
F00N P001 F00O 91.6(6) . . ?
F00R P001 F00E 174.0(6) . . ?
F00R P001 F00J 91.2(5) . . ?
F00R P001 F00N 88.6(4) . . ?
F00R P001 F00O 87.0(6) . . ?
F015 P001 F00E 92.5(6) . . ?
F015 P001 F00J 91.3(6) . . ?
F015 P001 F00N 88.1(6) . . ?
F015 P001 F00O 179.5(7) . . ?
F015 P001 F00R 92.6(7) . . ?
F00F P002 F00Y 85.4(5) . . ?
F00F P002 F01P 88.3(6) . . ?
F00P P002 F00F 91.3(6) . . ?
F00P P002 F00T 89.6(6) . . ?
F00P P002 F00Y 175.9(6) . . ?
F00P P002 F01P 88.9(5) . . ?
F00T P002 F00F 89.3(5) . . ?
F00T P002 F00Y 92.7(6) . . ?
F00T P002 F01P 177.1(8) . . ?
F01P P002 F00Y 88.7(6) . . ?
F01Q P002 F00F 176.7(7) . . ?
F01Q P002 F00P 91.7(7) . . ?
F01Q P002 F00T 92.2(8) . . ?
F01Q P002 F00Y 91.6(7) . . ?
F01Q P002 F01P 90.3(8) . . ?
C01E N00A C00X 118.1(8) . . ?
C01U O00G C01T 110.9(9) . . ?
C011 N00H C00Z 116.5(9) . . ?
C01D N00L C01L 106.2(10) . . ?
C01D N00L C01S 112.5(8) . . ?
C01O N00L C01D 110.7(8) . . ?
C01O N00L C01L 109.1(8) . . ?
C01O N00L C01S 109.6(10) . . ?
C01S N00L C01L 108.5(8) . . ?
C00Q N00M C01R 120.6(11) . . ?
N00M C00Q C016 116.0(11) . . ?
C01J C00Q N00M 124.2(10) . . ?
C01J C00Q C016 119.7(9) . . ?
C00Z C00S C01C 119.8(9) . . ?
C00Z C00S C01G 116.6(9) . . ?
C01C C00S C01G 123.5(9) . . ?
F006 C00U C01E 110.4(8) . . ?
F00C C00U F006 106.0(8) . . ?
F00C C00U C01E 113.8(9) . . ?
F00I C00U F006 103.9(9) . . ?
F00I C00U F00C 108.0(10) . . ?
F00I C00U C01E 113.9(8) . . ?
C00X C00V C013 115.3(9) . . ?
C00X C00V C01I 118.3(8) . . ?
C01I C00V C013 126.4(9) . . ?
C01H N00W C01V 110.1(8) . . ?
C01H N00W C01X 119.1(9) . . ?
C01H N00W C2 115.8(14) . . ?
C01H N00W C2A 95.2(16) . . ?
C01H N00W C1 95.6(14) . . ?
C01V N00W C01X 101.9(12) . . ?
C01V N00W C1 121(2) . . ?
C2 N00W C01V 101.5(12) . . ?
C2 N00W C01X 106.3(11) . . ?
C2A N00W C01V 126.5(19) . . ?
C2A N00W C1 101(3) . . ?
N00A C00X C00V 123.6(8) . . ?
N00A C00X C01J 117.2(9) . . ?
C00V C00X C01J 119.2(9) . . ?
N00H C00Z C00S 123.5(9) . . ?
N00H C00Z C01F 116.8(9) . . ?
C00S C00Z C01F 119.8(9) . . ?
C01G C010 C011 119.7(9) . . ?
N00H C011 C010 125.1(11) . . ?
N00H C011 C01K 114.6(10) . . ?
C010 C011 C01K 120.3(9) . . ?
C01A N012 C01M 122.4(10) . . ?
C00V C013 C014 118.3(9) . . ?
C019 C013 C00V 120.8(8) . . ?
C019 C013 C014 120.8(8) . . ?
F003 C014 F004 107.9(10) . . ?
F003 C014 F005 107.5(8) . . ?
F003 C014 C013 113.2(8) . . ?
F004 C014 F005 107.4(8) . . ?
F004 C014 C013 111.2(8) . . ?
F005 C014 C013 109.3(9) . . ?
C01I C016 C00Q 120.2(10) . . ?
F008 C018 F00D 105.1(10) . . ?
F008 C018 C01G 112.2(11) . . ?
F00B C018 F008 108.1(10) . . ?
F00B C018 F00D 106.1(11) . . ?
F00B C018 C01G 113.5(10) . . ?
F00D C018 C01G 111.4(9) . . ?
C013 C019 C01E 117.5(9) . . ?
N012 C01A C01F 122.0(10) . . ?
N012 C01A C01N 118.6(10) . . ?
C01F C01A C01N 119.4(9) . . ?
C01N C01C C00S 119.3(10) . . ?
C01U C01D N00L 114.1(9) . . ?
N00A C01E C00U 115.3(9) . . ?
N00A C01E C019 124.7(10) . . ?
C019 C01E C00U 120.0(9) . . ?
C01A C01F C00Z 119.3(10) . . ?
C00S C01G C018 120.8(10) . . ?
C010 C01G C00S 118.6(10) . . ?
C010 C01G C018 120.6(9) . . ?
N00W C01H C01R 117.0(12) . . ?
C016 C01I C00V 122.1(10) . . ?
C00Q C01J C00X 120.4(9) . . ?
F007 C01K C011 112.7(8) . . ?
F009 C01K F007 106.0(10) . . ?
F009 C01K C011 111.6(9) . . ?
F00K C01K F007 106.2(9) . . ?
F00K C01K F009 107.8(9) . . ?
F00K C01K C011 112.3(10) . . ?
C01T C01L N00L 114.6(10) . . ?
N012 C01M C01S 108.2(10) . . ?
C01C C01N C01A 122.3(11) . . ?
N00M C01R C01H 107.9(11) . . ?
C01M C01S N00L 113.7(9) . . ?
O00G C01T C01L 112.4(10) . . ?
O00G C01U C01D 112.2(10) . . ?
C5 C01X N00W 105.8(12) . . ?
C4 O1 C5 109.3(12) . . ?
C4 C2 N00W 107.3(13) . . ?
O1 C4 C2 107.6(16) . . ?
O1 C5 C01X 111.5(13) . . ?
C4A C2A N00W 109(2) . . ?
O1A C4A C2A 105(2) . . ?
C4A O1A C5A 107(2) . . ?
O1A C5A C1 110(3) . . ?
C5A C1 N00W 105.1(19) . . ?
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
P001 F00E 1.595(8) . ?
P001 F00J 1.568(7) . ?
P001 F00N 1.583(7) . ?
P001 F00O 1.602(11) . ?
P001 F00R 1.559(8) . ?
P001 F015 1.549(11) . ?
P002 F00F 1.571(8) . ?
P002 F00P 1.554(9) . ?
P002 F00T 1.555(8) . ?
P002 F00Y 1.627(9) . ?
P002 F01P 1.577(10) . ?
P002 F01Q 1.515(11) . ?
F003 C014 1.325(13) . ?
F004 C014 1.329(12) . ?
F005 C014 1.344(12) . ?
F006 C00U 1.375(12) . ?
F007 C01K 1.341(13) . ?
F008 C018 1.343(13) . ?
F009 C01K 1.333(13) . ?
N00A C00X 1.328(13) . ?
N00A C01E 1.324(12) . ?
F00B C018 1.309(14) . ?
F00C C00U 1.314(11) . ?
F00D C018 1.372(15) . ?
O00G C01T 1.441(14) . ?
O00G C01U 1.426(15) . ?
N00H C00Z 1.356(13) . ?
N00H C011 1.327(12) . ?
F00I C00U 1.299(12) . ?
F00K C01K 1.315(12) . ?
N00L C01D 1.514(13) . ?
N00L C01L 1.526(14) . ?
N00L C01O 1.509(12) . ?
N00L C01S 1.518(17) . ?
N00M C00Q 1.400(12) . ?
N00M C01R 1.432(15) . ?
C00Q C016 1.459(16) . ?
C00Q C01J 1.358(16) . ?
C00S C00Z 1.403(14) . ?
C00S C01C 1.410(14) . ?
C00S C01G 1.445(13) . ?
C00U C01E 1.499(16) . ?
C00V C00X 1.424(13) . ?
C00V C013 1.441(12) . ?
C00V C01I 1.425(16) . ?
N00W C01H 1.492(15) . ?
N00W C01V 1.54(2) . ?
N00W C01X 1.554(15) . ?
N00W C2 1.523(16) . ?
N00W C2A 1.53(3) . ?
N00W C1 1.54(2) . ?
C00X C01J 1.433(12) . ?
C00Z C01F 1.432(13) . ?
C010 C011 1.370(17) . ?
C010 C01G 1.349(16) . ?
C011 C01K 1.486(16) . ?
N012 C01A 1.384(13) . ?
N012 C01M 1.483(18) . ?
C013 C014 1.515(13) . ?
C013 C019 1.355(14) . ?
C016 C01I 1.326(14) . ?
C018 C01G 1.509(18) . ?
C019 C01E 1.402(14) . ?
C01A C01F 1.396(14) . ?
C01A C01N 1.397(17) . ?
O01B C01Y 1.403(19) . ?
C01C C01N 1.372(15) . ?
C01D C01U 1.46(2) . ?
C01H C01R 1.502(14) . ?
C01L C01T 1.48(2) . ?
C01M C01S 1.499(17) . ?
C01X C5 1.50(2) . ?
O1 C4 1.425(19) . ?
O1 C5 1.461(19) . ?
C2 C4 1.50(3) . ?
C2A C4A 1.51(3) . ?
C4A O1A 1.43(3) . ?
O1A C5A 1.47(3) . ?
C5A C1 1.50(3) . ?
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
-1.0022 -4.8551 -17.2630 -0.1055 -0.4422 0.8907
-6.0738 0.1226 0.1894 0.1910 0.7932 0.5782
-0.6326 4.9008 17.3590 0.1572 0.6572 -0.7371
6.0493 -0.4725 -1.4315 -0.2001 -0.8312 -0.5188
0.8821 -4.8725 -17.3042 -0.1656 -0.6860 0.7085
6.0690 -0.2422 -0.5699 -0.1931 -0.8066 -0.5587
0.2472 4.9165 17.5154 0.1322 0.5464 -0.8270
-6.0673 -0.2278 -1.1034 0.1797 0.7511 0.6353
0.2796 -4.9173 -17.4926 -0.1484 -0.6140 0.7752
6.0465 -0.4981 -1.4820 -0.1997 -0.8338 -0.5147
0.0034 2.6852 -31.7746 -0.9723 0.2335 0.0088
-2.6897 -1.1689 -31.5476 -0.6421 0.1535 0.7511
3.2082 4.7614 -2.2846 -0.4550 0.1102 -0.8837
2.2116 0.3127 33.6266 0.7631 -0.1827 -0.6199
-0.2075 -2.9053 30.9381 0.9712 -0.2333 0.0477
-2.7393 -4.7613 10.1990 0.6408 -0.1547 0.7520
5.2594 0.3039 -17.9829 -0.6428 -0.6768 -0.3589
4.2127 -1.2274 -24.8333 -0.6884 -0.7253 0.0089
0.1434 -3.7349 -27.0339 -0.4592 -0.4847 0.7444
-3.5968 1.8218 26.6902 0.6791 0.7156 -0.1635
5.3682 2.6106 -2.0419 -0.3846 -0.4042 -0.8299
3.5941 3.9533 14.2722 0.0027 0.0041 -1.0000
2.9740 -3.1269 24.3095 0.7153 -0.6791 -0.1649
-1.4873 -5.4458 1.8101 0.4304 -0.4076 0.8054
-0.4975 5.2048 -13.3955 -0.6460 0.6127 -0.4553
2.9948 4.6952 8.8494 -0.1616 0.1523 -0.9750
-3.2024 -0.8102 30.2775 0.9204 0.3812 0.0872
-4.3766 -2.4864 19.3007 0.7831 0.3249 0.5303
-4.3252 3.4714 12.1503 0.2314 0.9627 -0.1404
-5.6982 -1.6861 -6.2774 0.1269 0.5323 0.8370
-0.3404 5.4655 -8.3164 -0.5383 0.6314 -0.5582
-4.5686 -1.2650 -22.4107 -0.3444 0.4020 0.8484
-2.5813 4.1991 -18.5367 -0.6477 0.7587 -0.0699
