#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/06/1520631.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_1520631
loop_
_publ_author_name
'Engle, Keary M.'
'Pfeifer, Lukas'
'Pidgeon, George W.'
'Giuffredi, Guy T.'
'Thompson, Amber L.'
'Paton, Robert S.'
'Brown, John M.'
'Gouverneur, Véronique'
_publ_section_title
;
 Coordination diversity in hydrogen-bonded homoleptic fluoride--alcohol
 complexes modulates reactivity
;
_journal_issue                   9
_journal_name_full               'Chem. Sci.'
_journal_page_first              5293
_journal_paper_doi               10.1039/C5SC01812A
_journal_volume                  6
_journal_year                    2015
_chemical_formula_moiety         '2(C30 H29 N O2), C16 H36 N, F, H2 O'
_chemical_formula_sum            'C76 H96 F N3 O5'
_chemical_formula_weight         1150.62
_chemical_melting_point          416
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_creation_date             2015-04-21
_audit_creation_method           CRYSTALS_ver_14.43
_audit_update_record
;
2015-05-19 deposited with the CCDC.
2015-06-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.664(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   27.7157(6)
_cell_length_b                   9.7374(2)
_cell_length_c                   25.2072(5)
_cell_measurement_reflns_used    14243
_cell_measurement_temperature    150
_cell_measurement_theta_max      76
_cell_measurement_theta_min      3
_cell_volume                     6550.2(2)
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            26899
_diffrn_reflns_theta_full        74.463
_diffrn_reflns_theta_max         75.982
_diffrn_reflns_theta_min         3.312
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.576
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_crystal_colour            clear_pale_colourless
_exptl_crystal_density_diffrn    1.167
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2488.000
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.94
_refine_diff_density_min         -0.17
_refine_ls_extinction_coef       91(13)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_refine_ls_goodness_of_fit_ref   0.9935
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         6762
_refine_ls_number_restraints     950
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0469
_refine_ls_shift/su_max          0.0011275
_refine_ls_shift/su_mean         0.0000431
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.08P)² + 5.66P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1351
_refine_ls_wR_factor_gt          0.1322
_refine_ls_wR_factor_ref         0.1351
_reflns_limit_h_max              33
_reflns_limit_h_min              -34
_reflns_limit_k_max              12
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              0
_reflns_number_gt                6179
_reflns_number_total             6786
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.92
_oxford_diffrn_Wilson_scale      0.19
_oxford_refine_ls_r_factor_ref   0.0499
_oxford_refine_ls_scale          2.49(2)
_oxford_reflns_number_all        6762
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title 013lp14
_cod_data_source_file            c5sc01812a2.cif
_cod_data_source_block           2n
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '416 K' was changed to '416' - the
value should be numeric and without a unit designator.

'_atom_sites_solution_primary' value 'Other' changed to 'other'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 1520618--1520631.cif.
;
_cod_original_sg_symbol_H-M      'C 2/c '
_cod_database_code               1520631
#BEGIN Tags that were not found in dictionaries:
_iucr_refine_instructions_details_constraints
;
BLOCK SCALE X'S U'S 
CONT EXTPARAM 
RIDE C(48,U'S) C(148,U'S) 
EQUIV PART(2001,OCC) PART(2002,OCC) 
WEIGHT -1 PART(2002,OCC) 
RIDE O   ( 101,X'S) H   (1012,X'S) H   (1011,X'S) 
RIDE O   (   1,X'S) H   (  11,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) 
RIDE N   (  32,X'S) H   ( 321,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) H   ( 342,X'S) 
RIDE C   (  35,X'S) H   ( 352,X'S) H   ( 351,X'S) 
RIDE O   (   2,X'S) H   (  21,X'S) 
RIDE C   (  43,X'S) H   ( 431,X'S) 
RIDE C   (  44,X'S) H   ( 441,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  49,X'S) H   ( 491,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) 
RIDE C   (  52,X'S) H   ( 521,X'S) 
RIDE C   (  53,X'S) H   ( 531,X'S) 
RIDE C   (  62,X'S) H   ( 621,X'S) H   ( 622,X'S) 
RIDE C   (  63,X'S) H   ( 632,X'S) H   ( 631,X'S) 
RIDE C   (  64,X'S) H   ( 642,X'S) H   ( 641,X'S) 
RIDE C   (  65,X'S) H   ( 651,X'S) H   ( 653,X'S) H   ( 652,X'S) 
RIDE C   (  66,X'S) H   ( 661,X'S) H   ( 662,X'S) 
RIDE C   (  67,X'S) H   ( 672,X'S) H   ( 671,X'S) 
RIDE C   (  68,X'S) H   ( 681,X'S) H   ( 682,X'S) 
RIDE C   (  69,X'S) H   ( 692,X'S) H   ( 691,X'S) H   ( 693,X'S) 
RIDE C   ( 149,X'S) H   (1491,X'S) 
RIDE C   ( 150,X'S) H   (1501,X'S) 
RIDE C   ( 151,X'S) H   (1511,X'S) 
RIDE C   ( 152,X'S) H   (1521,X'S) 
RIDE C   ( 153,X'S) H   (1531,X'S) 
END                                                                             
;
_iucr_refine_instructions_details_restraints
;
SAME  C(41)  C(48)  C(49)  C(50)  C(51)  C(52)  C(53)  AND 
CONT  C(41)  C(48)  C(53)  C(52)  C(51)  C(50)  C(49)  AND 
CONT  C(41)  C(148)  C(149)  C(150)  C(151)  C(152)  C(153)  AND 
CONT  C(41)  C(148)  C(153)  C(152)  C(151)  C(150)  C(149) 
SIMU  0.01   C(41)  C(48)  C(49)  C(50)  C(51)  C(52)  C(53)  AND 
CONT  C(41)  C(48)  C(53)  C(52)  C(51)  C(50)  C(49)  AND 
CONT  C(41)  C(148)  C(149)  C(150)  C(151)  C(152)  C(153)  AND 
CONT  C(41)  C(148)  C(153)  C(152)  C(151)  C(150)  C(149) 
DELU  0.01  C(41)  C(48)  C(49)  C(50)  C(51)  C(52)  C(53)  AND 
CONT  C(41)  C(48)  C(53)  C(52)  C(51)  C(50)  C(49)  AND 
CONT  C(41)  C(148)  C(149)  C(150)  C(151)  C(152)  C(153)  AND 
CONT  C(41)  C(148)  C(153)  C(152)  C(151)  C(150)  C(149) 
PLANAR  C(41)  C(48)  C(49)  C(50)  C(51)  C(52)  C(53) 
PLANAR  C(41)  C(148)  C(149)  C(150)  C(151)  C(152)  C(153) 
END                                                                             
;
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
x,-y,z+1/2
-x,y,-z+1/2
x+1/2,-y+1/2,z+1/2
-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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.45229(13) 0.5999(3) 0.25239(15) 0.0405 0.5000 Uani . . . 1 -1
O101 O 0.45895(17) 0.6530(4) 0.2501(2) 0.0465 0.5000 Uani . . . 1 -2
O1 O 0.37449(3) 0.56255(9) 0.16975(4) 0.0288 1.0000 Uani . . . . .
C11 C 0.32924(4) 0.63746(12) 0.16000(5) 0.0241 1.0000 Uani . . . . .
C12 C 0.29100(4) 0.56363(13) 0.11301(5) 0.0257 1.0000 Uani . . . . .
C13 C 0.24832(5) 0.62896(14) 0.08115(6) 0.0356 1.0000 Uani . . . . .
C14 C 0.21211(6) 0.55626(16) 0.04246(7) 0.0420 1.0000 Uani . . . . .
C15 C 0.21764(5) 0.41697(15) 0.03510(6) 0.0370 1.0000 Uani . . . . .
C16 C 0.26043(6) 0.35169(14) 0.06574(5) 0.0349 1.0000 Uani . . . . .
C17 C 0.29672(5) 0.42415(13) 0.10404(5) 0.0311 1.0000 Uani . . . . .
C18 C 0.33708(4) 0.78629(13) 0.14438(5) 0.0243 1.0000 Uani . . . . .
C19 C 0.37606(5) 0.81880(14) 0.12169(6) 0.0328 1.0000 Uani . . . . .
C20 C 0.38230(6) 0.95204(15) 0.10498(7) 0.0420 1.0000 Uani . . . . .
C21 C 0.35070(5) 1.05604(14) 0.11163(6) 0.0345 1.0000 Uani . . . . .
C22 C 0.31243(5) 1.02594(14) 0.13482(6) 0.0341 1.0000 Uani . . . . .
C23 C 0.30546(5) 0.89246(14) 0.15064(6) 0.0323 1.0000 Uani . . . . .
C31 C 0.30827(4) 0.63211(12) 0.21123(5) 0.0244 1.0000 Uani . . . . .
N32 N 0.34347(4) 0.69243(11) 0.25980(4) 0.0269 1.0000 Uani . . . . .
C33 C 0.33213(4) 0.63933(13) 0.30991(5) 0.0260 1.0000 Uani . . . . .
C34 C 0.29931(5) 0.51156(15) 0.29023(5) 0.0332 1.0000 Uani . . . . .
C35 C 0.30134(5) 0.48761(13) 0.23094(5) 0.0287 1.0000 Uani . . . . .
O2 O 0.41185(4) 0.52309(10) 0.33064(4) 0.0355 1.0000 Uani . . . . .
C41 C 0.38150(4) 0.60742(13) 0.35429(5) 0.0266 1.0000 Uani D . . . .
C42 C 0.37189(5) 0.52590(13) 0.40250(5) 0.0283 1.0000 Uani . . . . .
C43 C 0.33121(5) 0.55450(16) 0.42311(6) 0.0362 1.0000 Uani . . . . .
C44 C 0.32379(6) 0.48259(18) 0.46780(6) 0.0453 1.0000 Uani . . . . .
C45 C 0.35686(8) 0.38256(17) 0.49283(6) 0.0509 1.0000 Uani . . . . .
C46 C 0.39730(8) 0.35262(18) 0.47281(7) 0.0539 1.0000 Uani . . . . .
C47 C 0.40481(6) 0.42348(15) 0.42774(6) 0.0405 1.0000 Uani . . . . .
C48 C 0.41007(11) 0.7390(4) 0.3765(2) 0.0306 0.515(2) Uani D . P 2 1
C49 C 0.38879(16) 0.8397(5) 0.4022(2) 0.0371 0.515(2) Uani D . P 2 1
C50 C 0.4161(2) 0.9551(5) 0.4250(2) 0.0518 0.515(2) Uani D . P 2 1
C51 C 0.4643(2) 0.9711(5) 0.4236(2) 0.0577 0.515(2) Uani D . P 2 1
C52 C 0.48561(16) 0.8740(5) 0.39814(18) 0.0595 0.515(2) Uani D . P 2 1
C53 C 0.45893(14) 0.7579(5) 0.37494(17) 0.0446 0.515(2) Uani D . P 2 1
N61 N 0.0000 0.73586(16) 0.2500 0.0286 1.0000 Uani S T . . .
C62 C 0.04163(5) 0.64042(14) 0.24474(6) 0.0335 1.0000 Uani . . . . .
C63 C 0.08831(5) 0.70373(16) 0.23542(6) 0.0381 1.0000 Uani . . . . .
C64 C 0.11961(6) 0.58686(17) 0.22116(7) 0.0428 1.0000 Uani . . . . .
C65 C 0.16636(6) 0.6354(2) 0.20649(9) 0.0606 1.0000 Uani . . . . .
C66 C 0.01664(5) 0.82998(13) 0.29982(5) 0.0296 1.0000 Uani . . . . .
C67 C 0.02766(5) 0.76038(14) 0.35559(5) 0.0339 1.0000 Uani . . . . .
C68 C 0.04923(6) 0.86323(15) 0.40129(6) 0.0369 1.0000 Uani . . . . .
C69 C 0.05961(7) 0.79982(19) 0.45814(6) 0.0490 1.0000 Uani . . . . .
C148 C 0.40806(11) 0.7402(4) 0.3798(2) 0.0306 0.485(2) Uani D . P 2 2
C149 C 0.38118(16) 0.8497(5) 0.3935(2) 0.0342 0.485(2) Uani D . P 2 2
C150 C 0.4058(2) 0.9661(5) 0.4193(2) 0.0438 0.485(2) Uani D . P 2 2
C151 C 0.4568(2) 0.9770(6) 0.4311(3) 0.0597 0.485(2) Uani D . P 2 2
C152 C 0.48385(18) 0.8698(6) 0.4183(2) 0.0654 0.485(2) Uani D . P 2 2
C153 C 0.45995(16) 0.7527(5) 0.3924(2) 0.0536 0.485(2) Uani D . P 2 2
H131 H 0.2438 0.7244 0.0854 0.0430 1.0000 Uiso R . . . .
H141 H 0.1836 0.6054 0.0213 0.0502 1.0000 Uiso R . . . .
H151 H 0.1925 0.3672 0.0083 0.0435 1.0000 Uiso R . . . .
H161 H 0.2654 0.2554 0.0607 0.0410 1.0000 Uiso R . . . .
H171 H 0.3259 0.3815 0.1253 0.0379 1.0000 Uiso R . . . .
H191 H 0.3984 0.7474 0.1174 0.0395 1.0000 Uiso R . . . .
H201 H 0.4088 0.9739 0.0887 0.0512 1.0000 Uiso R . . . .
H211 H 0.3549 1.1488 0.1001 0.0420 1.0000 Uiso R . . . .
H221 H 0.2901 1.0998 0.1401 0.0409 1.0000 Uiso R . . . .
H231 H 0.2784 0.8758 0.1663 0.0377 1.0000 Uiso R . . . .
H311 H 0.2755 0.6797 0.2026 0.0282 1.0000 Uiso R . . . .
H331 H 0.3127 0.7057 0.3255 0.0307 1.0000 Uiso R . . . .
H341 H 0.3110 0.4315 0.3136 0.0404 1.0000 Uiso R . . . .
H342 H 0.2644 0.5335 0.2910 0.0395 1.0000 Uiso R . . . .
H352 H 0.3310 0.4317 0.2305 0.0337 1.0000 Uiso R . . . .
H351 H 0.2714 0.4460 0.2082 0.0337 1.0000 Uiso R . . . .
H431 H 0.3076 0.6230 0.4063 0.0431 1.0000 Uiso R . . . .
H441 H 0.2959 0.5025 0.4811 0.0543 1.0000 Uiso R . . . .
H451 H 0.3520 0.3350 0.5237 0.0596 1.0000 Uiso R . . . .
H461 H 0.4201 0.2841 0.4893 0.0650 1.0000 Uiso R . . . .
H471 H 0.4321 0.4017 0.4140 0.0479 1.0000 Uiso R . . . .
H491 H 0.3545 0.8282 0.4038 0.0423 0.515(2) Uiso R . P 2 1
H501 H 0.4002 1.0206 0.4412 0.0616 0.515(2) Uiso R . P 2 1
H511 H 0.4835 1.0469 0.4406 0.0743 0.515(2) Uiso R . P 2 1
H521 H 0.5195 0.8840 0.3980 0.0765 0.515(2) Uiso R . P 2 1
H531 H 0.4743 0.6900 0.3577 0.0572 0.515(2) Uiso R . P 2 1
H621 H 0.0501 0.5867 0.2789 0.0392 1.0000 Uiso R . . . .
H622 H 0.0264 0.5813 0.2127 0.0393 1.0000 Uiso R . . . .
H632 H 0.1071 0.7521 0.2688 0.0436 1.0000 Uiso R . . . .
H631 H 0.0795 0.7698 0.2051 0.0455 1.0000 Uiso R . . . .
H642 H 0.1289 0.5227 0.2528 0.0514 1.0000 Uiso R . . . .
H641 H 0.0980 0.5392 0.1885 0.0516 1.0000 Uiso R . . . .
H651 H 0.1853 0.5593 0.1962 0.0895 1.0000 Uiso R . . . .
H653 H 0.1886 0.6851 0.2381 0.0895 1.0000 Uiso R . . . .
H652 H 0.1565 0.6986 0.1756 0.0919 1.0000 Uiso R . . . .
H661 H -0.0096 0.8970 0.2967 0.0350 1.0000 Uiso R . . . .
H662 H 0.0459 0.8778 0.2957 0.0357 1.0000 Uiso R . . . .
H672 H -0.0033 0.7182 0.3613 0.0411 1.0000 Uiso R . . . .
H671 H 0.0517 0.6878 0.3570 0.0422 1.0000 Uiso R . . . .
H681 H 0.0260 0.9394 0.3986 0.0454 1.0000 Uiso R . . . .
H682 H 0.0803 0.9008 0.3954 0.0454 1.0000 Uiso R . . . .
H692 H 0.0733 0.8709 0.4858 0.0722 1.0000 Uiso R . . . .
H691 H 0.0289 0.7660 0.4658 0.0725 1.0000 Uiso R . . . .
H693 H 0.0837 0.7246 0.4633 0.0733 1.0000 Uiso R . . . .
H1491 H 0.3454 0.8466 0.3838 0.0410 0.485(2) Uiso R . P 2 2
H1501 H 0.3863 1.0389 0.4275 0.0519 0.485(2) Uiso R . P 2 2
H1511 H 0.4733 1.0569 0.4481 0.0692 0.485(2) Uiso R . P 2 2
H1521 H 0.5192 0.8723 0.4290 0.0710 0.485(2) Uiso R . P 2 2
H1531 H 0.4790 0.6799 0.3837 0.0587 0.485(2) Uiso R . P 2 2
H11 H 0.3954 0.5931 0.1979 0.0444 1.0000 Uiso R . . . .
H321 H 0.3445 0.7800 0.2591 0.0337 1.0000 Uiso R . . . .
H21 H 0.4180 0.5699 0.3051 0.0535 1.0000 Uiso R . . . .
H1011 H 0.4592 0.7504 0.2482 0.0600 0.5000 Uiso R . . 1 -2
H1012 H 0.4924 0.6314 0.2501 0.0600 0.5000 Uiso R . . 1 -2
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0727 0.0534 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
H1011 . O101 H1012 . 101.6 no
C11 . O1 H11 . 109.9 no
O1 . C11 C12 . 106.69(9) yes
O1 . C11 C18 . 110.60(9) yes
C12 . C11 C18 . 111.11(9) yes
O1 . C11 C31 . 110.59(9) yes
C12 . C11 C31 . 106.85(9) yes
C18 . C11 C31 . 110.86(9) yes
C11 . C12 C13 . 122.18(11) yes
C11 . C12 C17 . 119.73(11) yes
C13 . C12 C17 . 117.93(12) yes
C12 . C13 C14 . 120.83(13) yes
C12 . C13 H131 . 120.1 no
C14 . C13 H131 . 119.1 no
C13 . C14 C15 . 120.57(13) yes
C13 . C14 H141 . 118.0 no
C15 . C14 H141 . 121.4 no
C14 . C15 C16 . 119.02(13) yes
C14 . C15 H151 . 120.2 no
C16 . C15 H151 . 120.7 no
C15 . C16 C17 . 120.47(13) yes
C15 . C16 H161 . 120.4 no
C17 . C16 H161 . 119.2 no
C12 . C17 C16 . 121.13(12) yes
C12 . C17 H171 . 117.2 no
C16 . C17 H171 . 121.7 no
C11 . C18 C19 . 120.10(11) yes
C11 . C18 C23 . 122.42(10) yes
C19 . C18 C23 . 117.46(12) yes
C18 . C19 C20 . 120.81(12) yes
C18 . C19 H191 . 118.8 no
C20 . C19 H191 . 120.4 no
C19 . C20 C21 . 120.94(13) yes
C19 . C20 H201 . 120.7 no
C21 . C20 H201 . 118.4 no
C20 . C21 C22 . 118.94(13) yes
C20 . C21 H211 . 121.2 no
C22 . C21 H211 . 119.9 no
C21 . C22 C23 . 120.34(12) yes
C21 . C22 H221 . 119.3 no
C23 . C22 H221 . 120.4 no
C18 . C23 C22 . 121.49(12) yes
C18 . C23 H231 . 120.8 no
C22 . C23 H231 . 117.7 no
C11 . C31 N32 . 111.51(9) yes
C11 . C31 C35 . 114.26(10) yes
N32 . C31 C35 . 102.24(9) yes
C11 . C31 H311 . 109.2 no
N32 . C31 H311 . 111.1 no
C35 . C31 H311 . 108.4 no
C31 . N32 C33 . 109.09(9) yes
C31 . N32 H321 . 113.7 no
C33 . N32 H321 . 112.7 no
N32 . C33 C34 . 104.53(9) yes
N32 . C33 C41 . 109.77(9) yes
C34 . C33 C41 . 113.61(10) yes
N32 . C33 H331 . 112.1 no
C34 . C33 H331 . 108.6 no
C41 . C33 H331 . 108.3 no
C33 . C34 C35 . 105.27(10) yes
C33 . C34 H341 . 112.3 no
C35 . C34 H341 . 111.9 no
C33 . C34 H342 . 108.2 no
C35 . C34 H342 . 110.2 no
H341 . C34 H342 . 108.9 no
C34 . C35 C31 . 102.67(10) yes
C34 . C35 H352 . 110.2 no
C31 . C35 H352 . 109.1 no
C34 . C35 H351 . 113.2 no
C31 . C35 H351 . 111.1 no
H352 . C35 H351 . 110.4 no
C41 . O2 H21 . 105.9 no
C33 . C41 O2 . 108.76(9) yes
C33 . C41 C42 . 111.58(9) yes
O2 . C41 C42 . 106.45(10) yes
C33 . C41 C48 . 111.43(19) yes
O2 . C41 C48 . 109.38(11) yes
C42 . C41 C48 . 109.1(2) yes
C33 . C41 O2 . 108.76(9) yes
C33 . C41 C42 . 111.58(9) yes
O2 . C41 C42 . 106.45(10) yes
C33 . C41 C148 . 111.31(17) yes
O2 . C41 C148 . 113.04(13) yes
C42 . C41 C148 . 105.6(2) yes
C41 . C42 C43 . 121.60(12) yes
C41 . C42 C47 . 120.18(12) yes
C43 . C42 C47 . 118.20(12) yes
C42 . C43 C44 . 120.98(14) yes
C42 . C43 H431 . 120.3 no
C44 . C43 H431 . 118.7 no
C43 . C44 C45 . 120.34(15) yes
C43 . C44 H441 . 120.0 no
C45 . C44 H441 . 119.6 no
C44 . C45 C46 . 119.41(14) yes
C44 . C45 H451 . 120.1 no
C46 . C45 H451 . 120.5 no
C45 . C46 C47 . 120.61(16) yes
C45 . C46 H461 . 120.4 no
C47 . C46 H461 . 119.0 no
C46 . C47 C42 . 120.44(15) yes
C46 . C47 H471 . 120.2 no
C42 . C47 H471 . 119.4 no
C41 . C48 C49 . 121.18(6) yes
C41 . C48 C53 . 121.09(5) yes
C49 . C48 C53 . 117.59(5) yes
C48 . C49 C50 . 120.72(6) yes
C48 . C49 H491 . 118.8 no
C50 . C49 H491 . 120.4 no
C49 . C50 C51 . 120.81(6) yes
C49 . C50 H501 . 117.8 no
C51 . C50 H501 . 121.4 no
C50 . C51 C52 . 119.19(6) yes
C50 . C51 H511 . 121.0 no
C52 . C51 H511 . 119.8 no
C51 . C52 C53 . 120.90(6) yes
C51 . C52 H521 . 119.2 no
C53 . C52 H521 . 119.8 no
C52 . C53 C48 . 120.77(6) yes
C52 . C53 H531 . 120.3 no
C48 . C53 H531 . 119.0 no
C66 6_555 N61 C62 6_555 111.92(7) yes
C66 6_555 N61 C62 . 111.43(7) yes
C62 6_555 N61 C62 . 104.32(14) yes
C66 6_555 N61 C66 . 105.96(13) yes
C62 6_555 N61 C66 . 111.43(7) yes
C62 . N61 C66 . 111.92(7) yes
N61 . C62 C63 . 117.95(12) yes
N61 . C62 H621 . 105.0 no
C63 . C62 H621 . 110.0 no
N61 . C62 H622 . 105.2 no
C63 . C62 H622 . 107.7 no
H621 . C62 H622 . 110.9 no
C62 . C63 C64 . 107.28(12) yes
C62 . C63 H632 . 110.0 no
C64 . C63 H632 . 110.7 no
C62 . C63 H631 . 110.3 no
C64 . C63 H631 . 110.1 no
H632 . C63 H631 . 108.5 no
C63 . C64 C65 . 113.65(14) yes
C63 . C64 H642 . 108.7 no
C65 . C64 H642 . 109.8 no
C63 . C64 H641 . 106.8 no
C65 . C64 H641 . 107.9 no
H642 . C64 H641 . 110.0 no
C64 . C65 H651 . 112.5 no
C64 . C65 H653 . 110.0 no
H651 . C65 H653 . 108.6 no
C64 . C65 H652 . 108.7 no
H651 . C65 H652 . 108.7 no
H653 . C65 H652 . 108.3 no
N61 . C66 C67 . 115.87(11) yes
N61 . C66 H661 . 106.6 no
C67 . C66 H661 . 109.8 no
N61 . C66 H662 . 106.1 no
C67 . C66 H662 . 110.5 no
H661 . C66 H662 . 107.6 no
C66 . C67 C68 . 110.34(11) yes
C66 . C67 H672 . 110.6 no
C68 . C67 H672 . 109.9 no
C66 . C67 H671 . 109.1 no
C68 . C67 H671 . 109.1 no
H672 . C67 H671 . 107.7 no
C67 . C68 C69 . 112.54(12) yes
C67 . C68 H681 . 109.3 no
C69 . C68 H681 . 109.3 no
C67 . C68 H682 . 108.2 no
C69 . C68 H682 . 110.1 no
H681 . C68 H682 . 107.2 no
C68 . C69 H692 . 108.8 no
C68 . C69 H691 . 111.8 no
H692 . C69 H691 . 106.6 no
C68 . C69 H693 . 112.4 no
H692 . C69 H693 . 108.4 no
H691 . C69 H693 . 108.7 no
C41 . C148 C149 . 121.19(5) yes
C41 . C148 C153 . 121.13(6) yes
C149 . C148 C153 . 117.62(5) yes
C148 . C149 C150 . 120.75(6) yes
C148 . C149 H1491 . 119.9 no
C150 . C149 H1491 . 119.3 no
C149 . C150 C151 . 120.82(6) yes
C149 . C150 H1501 . 118.4 no
C151 . C150 H1501 . 120.8 no
C150 . C151 C152 . 119.19(6) yes
C150 . C151 H1511 . 120.4 no
C152 . C151 H1511 . 120.4 no
C151 . C152 C153 . 120.85(6) yes
C151 . C152 H1521 . 120.3 no
C153 . C152 H1521 . 118.8 no
C148 . C153 C152 . 120.75(6) yes
C148 . C153 H1531 . 119.3 no
C152 . C153 H1531 . 120.0 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O101 H1011 . 0.950 no
O101 H1012 . 0.950 no
O1 C11 . 1.4139(13) yes
O1 H11 . 0.840 no
C11 C12 . 1.5379(17) yes
C11 C18 . 1.5326(17) yes
C11 C31 . 1.5535(15) yes
C12 C13 . 1.3914(18) yes
C12 C17 . 1.3929(18) yes
C13 C14 . 1.389(2) yes
C13 H131 . 0.948 no
C14 C15 . 1.383(2) yes
C14 H141 . 0.954 no
C15 C16 . 1.383(2) yes
C15 H151 . 0.961 no
C16 C17 . 1.3846(19) yes
C16 H161 . 0.962 no
C17 H171 . 0.938 no
C18 C19 . 1.3886(17) yes
C18 C23 . 1.3914(17) yes
C19 C20 . 1.389(2) yes
C19 H191 . 0.957 no
C20 C21 . 1.378(2) yes
C20 H201 . 0.957 no
C21 C22 . 1.374(2) yes
C21 H211 . 0.966 no
C22 C23 . 1.3882(19) yes
C22 H221 . 0.981 no
C23 H231 . 0.952 no
C31 N32 . 1.4665(15) yes
C31 C35 . 1.5215(17) yes
C31 H311 . 0.990 no
N32 C33 . 1.4752(14) yes
N32 H321 . 0.854 no
C33 C34 . 1.5421(17) yes
C33 C41 . 1.5471(16) yes
C33 H331 . 0.988 no
C34 C35 . 1.5288(17) yes
C34 H341 . 0.978 no
C34 H342 . 0.997 no
C35 H352 . 0.988 no
C35 H351 . 0.962 no
O2 C41 . 1.4169(14) yes
O2 H21 . 0.843 no
C41 C42 . 1.5338(16) yes
C41 C48 . 1.531(4) yes
C41 C42 . 1.5338(16) yes
C41 C148 . 1.540(4) yes
C42 C43 . 1.3909(19) yes
C42 C47 . 1.385(2) yes
C43 C44 . 1.388(2) yes
C43 H431 . 0.950 no
C44 C45 . 1.369(3) yes
C44 H441 . 0.941 no
C45 C46 . 1.379(3) yes
C45 H451 . 0.946 no
C46 C47 . 1.392(2) yes
C46 H461 . 0.935 no
C47 H471 . 0.938 no
C48 C49 . 1.391(4) yes
C48 C53 . 1.377(4) yes
C49 C50 . 1.390(4) yes
C49 H491 . 0.967 no
C50 C51 . 1.357(4) yes
C50 H501 . 0.929 no
C51 C52 . 1.363(4) yes
C51 H511 . 0.942 no
C52 C53 . 1.391(4) yes
C52 H521 . 0.946 no
C53 H531 . 0.953 no
N61 C66 6_555 1.5221(15) yes
N61 C62 6_555 1.5149(16) yes
N61 C62 . 1.5149(16) yes
N61 C66 . 1.5221(15) yes
C62 C63 . 1.508(2) yes
C62 H621 . 0.981 no
C62 H622 . 0.989 no
C63 C64 . 1.531(2) yes
C63 H632 . 0.983 no
C63 H631 . 0.979 no
C64 C65 . 1.516(2) yes
C64 H642 . 0.991 no
C64 H641 . 0.993 no
C65 H651 . 0.982 no
C65 H653 . 0.992 no
C65 H652 . 0.972 no
C66 C67 . 1.5156(18) yes
C66 H661 . 0.963 no
C66 H662 . 0.966 no
C67 C68 . 1.5217(19) yes
C67 H672 . 0.995 no
C67 H671 . 0.965 no
C68 C69 . 1.515(2) yes
C68 H681 . 0.972 no
C68 H682 . 0.983 no
C69 H692 . 0.983 no
C69 H691 . 0.978 no
C69 H693 . 0.975 no
C148 C149 . 1.397(4) yes
C148 C153 . 1.392(4) yes
C149 C150 . 1.390(4) yes
C149 H1491 . 0.956 no
C150 C151 . 1.369(4) yes
C150 H1501 . 0.947 no
C151 C152 . 1.373(4) yes
C151 H1511 . 0.944 no
C152 C153 . 1.390(4) yes
C152 H1521 . 0.943 no
C153 H1531 . 0.944 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
O1 H11 O101 . 162.16 0.840 1.981 2.793(3) yes
O2 H21 O101 . 159.72 0.843 2.170 2.975(3) yes
O101 H1012 O101 6_655 158.34 0.950 1.368 2.278(3) yes
