#------------------------------------------------------------------------------
#$Date: 2023-04-04 13:14:58 +0300 (Tue, 04 Apr 2023) $
#$Revision: 282332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/63/7246305.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_7246305
loop_
_publ_author_name
'McAllister, Linda J.'
'Taylor, James'
'Pridmore, Natalie E.'
'McEllin, Alice J.'
'Whitwood, Adrian C.'
'Karadakov, Peter B.'
'Bruce, Duncan W.'
_publ_section_title
;
 Halogen-bonded liquid-crystalline complexes formed from
 4-alkoxyphenylpyridines with iodine and with interhalogens
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              1683
_journal_page_last               1692
_journal_paper_doi               10.1039/D2CE01555B
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C15 H17 I2 N O'
_chemical_formula_sum            'C15 H17 I2 N O'
_chemical_formula_weight         481.09
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-11-10
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2021.11.04 svn.r5db059d7 for OlexSys, GUI svn.r6419)
;
_audit_update_record
;
2021-11-24 deposited with the CCDC.	2023-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                106.226(5)
_cell_angle_beta                 98.182(4)
_cell_angle_gamma                100.729(4)
_cell_formula_units_Z            2
_cell_length_a                   8.7375(3)
_cell_length_b                   9.2799(4)
_cell_length_c                   10.6024(7)
_cell_measurement_reflns_used    3666
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      27.7300
_cell_measurement_theta_min      3.4670
_cell_volume                     793.61(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip  (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.865
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -19.00   26.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.9940  -99.0000   90.0000 45

#__ type_ start__ end____ width___ exp.time_
  2 omega   -7.00   28.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       16.4784  -57.0000  -60.0000 35

#__ type_ start__ end____ width___ exp.time_
  3 omega   -9.00   81.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       16.4784   37.0000   90.0000 90

#__ type_ start__ end____ width___ exp.time_
  4 omega  -22.00   77.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       16.4784    0.0000   30.0000 99

#__ type_ start__ end____ width___ exp.time_
  5 omega  -20.00   58.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       16.4784  -99.0000 -120.0000 78

#__ type_ start__ end____ width___ exp.time_
  6 omega  -20.00   27.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.9940  -99.0000 -150.0000 47

#__ type_ start__ end____ width___ exp.time_
  7 omega   -9.00   89.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       16.4784   37.0000 -180.0000 98

#__ type_ start__ end____ width___ exp.time_
  8 omega  -56.00   42.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       16.4784  -37.0000    0.0000 98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0137097000
_diffrn_orient_matrix_UB_12      0.0245097000
_diffrn_orient_matrix_UB_13      0.0661667000
_diffrn_orient_matrix_UB_21      0.0790880000
_diffrn_orient_matrix_UB_22      -0.0008546000
_diffrn_orient_matrix_UB_23      0.0261279000
_diffrn_orient_matrix_UB_31      0.0261966000
_diffrn_orient_matrix_UB_32      0.0781985000
_diffrn_orient_matrix_UB_33      0.0030207000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71071
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.865
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9193
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.865
_diffrn_reflns_theta_full        25.241
_diffrn_reflns_theta_max         28.112
_diffrn_reflns_theta_min         2.950
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.955
_exptl_absorpt_correction_T_max  0.944
_exptl_absorpt_correction_T_min  0.664
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.013
_exptl_crystal_description       plate
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.2291
_exptl_crystal_size_mid          0.1083
_exptl_crystal_size_min          0.0148
_refine_diff_density_max         0.689
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3348
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0242
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0130P)²+0.3111P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0429
_refine_ls_wR_factor_ref         0.0489
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2759
_reflns_number_total             3348
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01555b2.cif
_cod_data_source_block           dwb1368
_cod_depositor_comments
'Adding full bibliography for 7246304--7246312.cif.'
_cod_database_code               7246305
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C15 H17 O1 N1 I2'
_chemical_oxdiff_usercomment     'Linda E380F'
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C14A-C15A
 1.55 with sigma of 0.02
 C12A-C13A = C13A-C14A
 1.51 with sigma of 0.02
 O1A-C12A
 1.41 with sigma of 0.02
 C9A-O1A
 1.36 with sigma of 0.02
 I1A-I2A
 2.8 with sigma of 0.02
 C3A-C6A
 1.45 with sigma of 0.02
 I1A-N1A
 2.45 with sigma of 0.02
 C13A-C15A
 2.54 with sigma of 0.04
 C12A-C14A
 2.52 with sigma of 0.04
 O1A-C13A
 2.37 with sigma of 0.04
 C9A-C12A
 2.38 with sigma of 0.04
3. Restrained planarity
 C6A, C7A, C8A, C9A, C10A, C11A, O1A, C12A, C13A, C14A, C15A
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(I2) = Uanis(C15A)
Uanis(I1) = Uanis(C12A) = Uanis(C13A) = Uanis(C14A)
Uanis(C3) = Uanis(C6A)
Uanis(C2) = Uanis(C11A)
Uanis(C4) = Uanis(C7A)
Uanis(C5) = Uanis(C8A)
Uanis(C1) = Uanis(C10A)
Uanis(N1) = Uanis(C9A) = Uanis(O1A)
Uanis(C15) = Uanis(I2A)
Uanis(C13) = Uanis(I1A)
Uanis(C9) = Uanis(N1A)
Uanis(C8) = Uanis(C5A)
Uanis(C7) = Uanis(C4A)
Uanis(C10) = Uanis(C1A)
Uanis(C11) = Uanis(C2A)
Uanis(C6) = Uanis(C3A)
5. Others
 Sof(C6A)=Sof(C11A)=Sof(H11A)=Sof(C10A)=Sof(H10A)=Sof(C9A)=Sof(C8A)=Sof(H8A)=
 Sof(C7A)=Sof(H7A)=Sof(C12A)=Sof(H12C)=Sof(H12D)=Sof(C13A)=Sof(H13C)=Sof(H13D)=
 Sof(C14A)=Sof(H14C)=Sof(H14D)=Sof(C15A)=Sof(H15D)=Sof(H15E)=Sof(H15F)=Sof(I1A)=
 Sof(I2A)=Sof(N1A)=Sof(C1A)=Sof(H1A)=Sof(C2A)=Sof(H2A)=Sof(C3A)=Sof(C4A)=
 Sof(H4A)=Sof(C5A)=Sof(H5A)=Sof(O1A)=1-FVAR(1)
 Sof(C1)=Sof(H1)=Sof(C2)=Sof(H2)=Sof(C3)=Sof(C4)=Sof(H4)=Sof(C5)=Sof(H5)=
 Sof(C6)=Sof(C7)=Sof(H7)=Sof(C8)=Sof(H8)=Sof(C9)=Sof(C10)=Sof(H10)=Sof(C11)=
 Sof(H11)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C14)=
 Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(H15C)=Sof(I1)=Sof(I2)=
 Sof(N1)=Sof(O1)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C12A(H12C,H12D), C13A(H13C,
 H13D), C14A(H14C,H14D)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C7(H7), C8(H8), C10(H10), C11(H11),
 C11A(H11A), C10A(H10A), C8A(H8A), C7A(H7A), C1A(H1A), C2A(H2A), C4A(H4A),
 C5A(H5A)
6.c Fitted hexagon refined as free rotating group:
 C6A(C11A,C10A,C9A,C8A,C7A), N1A(C1A,C2A,C3A,C4A,C5A)
6.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C15A(H15D,H15E,H15F)
;
_olex2_date_sample_data_collection 1386321692.84
_olex2_date_sample_submission    1385424000
_olex2_exptl_crystal_mounting_method 'Oil on loop'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_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
C1 C 0.7145(4) 0.5470(4) 0.8351(4) 0.0235(8) Uani 0.9771(7) 1 d . . P A 1
H1 H 0.743564 0.505224 0.904669 0.028 Uiso 0.9771(7) 1 calc R U P A 1
C2 C 0.7587(4) 0.4940(4) 0.7140(4) 0.0233(8) Uani 0.9771(7) 1 d . . P A 1
H2 H 0.817097 0.416185 0.701082 0.028 Uiso 0.9771(7) 1 calc R U P A 1
C3 C 0.7181(4) 0.5539(4) 0.6102(4) 0.0205(8) Uani 0.9771(7) 1 d . . P A 1
C4 C 0.6298(4) 0.6666(4) 0.6373(4) 0.0251(8) Uani 0.9771(7) 1 d . . P A 1
H4 H 0.597083 0.709743 0.569555 0.030 Uiso 0.9771(7) 1 calc R U P A 1
C5 C 0.5900(4) 0.7152(4) 0.7600(4) 0.0246(8) Uani 0.9771(7) 1 d . . P A 1
H5 H 0.531386 0.792692 0.776455 0.030 Uiso 0.9771(7) 1 calc R U P A 1
C6 C 0.7629(4) 0.5032(4) 0.4804(4) 0.0207(8) Uani 0.9771(7) 1 d . . P A 1
C7 C 0.7956(4) 0.3593(4) 0.4292(4) 0.0233(8) Uani 0.9771(7) 1 d . . P A 1
H7 H 0.794366 0.292591 0.482820 0.028 Uiso 0.9771(7) 1 calc R U P A 1
C8 C 0.8300(4) 0.3100(4) 0.3025(4) 0.0245(8) Uani 0.9771(7) 1 d . . P A 1
H8 H 0.851141 0.210865 0.270051 0.029 Uiso 0.9771(7) 1 calc R U P A 1
C9 C 0.8333(4) 0.4070(4) 0.2235(4) 0.0218(8) Uani 0.9771(7) 1 d . . P A 1
C10 C 0.8057(4) 0.5524(4) 0.2745(4) 0.0258(8) Uani 0.9771(7) 1 d . . P A 1
H10 H 0.810875 0.620198 0.221753 0.031 Uiso 0.9771(7) 1 calc R U P A 1
C11 C 0.7714(4) 0.6002(4) 0.3988(4) 0.0247(8) Uani 0.9771(7) 1 d . . P A 1
H11 H 0.752885 0.700397 0.431106 0.030 Uiso 0.9771(7) 1 calc R U P A 1
C12 C 0.8872(4) 0.2229(4) 0.0371(4) 0.0246(8) Uani 0.9771(7) 1 d . . P A 1
H12A H 0.794040 0.142678 0.035491 0.030 Uiso 0.9771(7) 1 calc R U P A 1
H12B H 0.982932 0.207454 0.089018 0.030 Uiso 0.9771(7) 1 calc R U P A 1
C13 C 0.9079(4) 0.2108(4) -0.1049(4) 0.0236(9) Uani 0.9771(7) 1 d . . P A 1
H13A H 0.811527 0.226948 -0.155280 0.028 Uiso 0.9771(7) 1 calc R U P A 1
H13B H 0.999487 0.293543 -0.101674 0.028 Uiso 0.9771(7) 1 calc R U P A 1
C14 C 0.9352(4) 0.0561(4) -0.1778(4) 0.0287(9) Uani 0.9771(7) 1 d . . P A 1
H14A H 0.848284 -0.026684 -0.173621 0.034 Uiso 0.9771(7) 1 calc R U P A 1
H14B H 1.036410 0.044127 -0.131303 0.034 Uiso 0.9771(7) 1 calc R U P A 1
C15 C 0.9424(18) 0.0359(15) -0.3259(9) 0.0360(14) Uani 0.9771(7) 1 d . . P A 1
H15A H 0.951545 -0.069146 -0.369808 0.054 Uiso 0.9771(7) 1 calc R U P A 1
H15B H 1.034996 0.110632 -0.330614 0.054 Uiso 0.9771(7) 1 calc R U P A 1
H15C H 0.845102 0.053511 -0.371355 0.054 Uiso 0.9771(7) 1 calc R U P A 1
I1 I 0.58150(3) 0.77342(2) 1.07385(2) 0.02400(7) Uani 0.9771(7) 1 d . . P A 1
I2 I 0.53973(3) 0.91983(3) 1.33316(3) 0.02967(8) Uani 0.9771(7) 1 d . . P A 1
N1 N 0.6320(3) 0.6555(3) 0.8568(3) 0.0220(7) Uani 0.9771(7) 1 d . . P A 1
O1 O 0.8641(3) 0.3733(2) 0.0977(2) 0.0262(6) Uani 0.9771(7) 1 d . . P A 1
C6A C 0.740(11) 0.529(9) 0.555(6) 0.0205(8) Uani 0.0229(7) 1 d DG . P A 2
C11A C 0.811(11) 0.478(10) 0.655(9) 0.0233(8) Uani 0.0229(7) 1 d G . P A 2
H11A H 0.883033 0.413336 0.636029 0.028 Uiso 0.0229(7) 1 calc R U P A 2
C10A C 0.777(11) 0.522(11) 0.782(7) 0.0235(8) Uani 0.0229(7) 1 d G . P A 2
H10A H 0.825423 0.486927 0.850484 0.028 Uiso 0.0229(7) 1 calc R U P A 2
C9A C 0.672(9) 0.616(8) 0.810(5) 0.0220(7) Uani 0.0229(7) 1 d DG . P A 2
C8A C 0.601(10) 0.667(10) 0.710(8) 0.0246(8) Uani 0.0229(7) 1 d G . P A 2
H8A H 0.529417 0.732127 0.728393 0.030 Uiso 0.0229(7) 1 calc R U P A 2
C7A C 0.635(13) 0.624(12) 0.582(6) 0.0251(8) Uani 0.0229(7) 1 d G . P A 2
H7A H 0.587026 0.658538 0.513936 0.030 Uiso 0.0229(7) 1 calc R U P A 2
C12A C 0.623(9) 0.690(9) 1.035(5) 0.02400(7) Uani 0.0229(7) 1 d D . P A 2
H12C H 0.737215 0.734324 1.076547 0.029 Uiso 0.0229(7) 1 calc R U P A 2
H12D H 0.594371 0.583538 1.040447 0.029 Uiso 0.0229(7) 1 calc R U P A 2
C13A C 0.523(10) 0.788(9) 1.110(6) 0.02400(7) Uani 0.0229(7) 1 d D . P A 2
H13C H 0.557932 0.895953 1.111062 0.029 Uiso 0.0229(7) 1 calc R U P A 2
H13D H 0.409666 0.748525 1.063376 0.029 Uiso 0.0229(7) 1 calc R U P A 2
C14A C 0.540(11) 0.782(10) 1.253(6) 0.02400(7) Uani 0.0229(7) 1 d D . P A 2
H14C H 0.653319 0.824109 1.299220 0.029 Uiso 0.0229(7) 1 calc R U P A 2
H14D H 0.510525 0.672462 1.250443 0.029 Uiso 0.0229(7) 1 calc R U P A 2
C15A C 0.436(13) 0.873(12) 1.333(9) 0.02967(8) Uani 0.0229(7) 1 d D . P A 2
H15D H 0.436685 0.968496 1.310133 0.045 Uiso 0.0229(7) 1 calc R U P A 2
H15E H 0.478776 0.899100 1.429440 0.045 Uiso 0.0229(7) 1 calc R U P A 2
H15F H 0.326840 0.810260 1.310850 0.045 Uiso 0.0229(7) 1 calc R U P A 2
I1A I 0.8848(15) 0.1922(15) -0.0520(14) 0.0236(9) Uani 0.0229(7) 1 d D . P A 2
I2A I 0.935(6) 0.047(5) -0.306(3) 0.0360(14) Uani 0.0229(7) 1 d D . P A 2
N1A N 0.844(12) 0.336(10) 0.173(5) 0.0218(8) Uani 0.0229(7) 1 d DG . P A 2
C1A C 0.821(14) 0.485(10) 0.214(7) 0.0258(8) Uani 0.0229(7) 1 d G . P A 2
H1A H 0.827500 0.546483 0.156319 0.031 Uiso 0.0229(7) 1 calc R U P A 2
C2A C 0.787(15) 0.543(9) 0.340(9) 0.0247(8) Uani 0.0229(7) 1 d G . P A 2
H2A H 0.770207 0.644194 0.368327 0.030 Uiso 0.0229(7) 1 calc R U P A 2
C3A C 0.776(15) 0.452(13) 0.425(6) 0.0207(8) Uani 0.0229(7) 1 d DG . P A 2
C4A C 0.800(15) 0.304(12) 0.383(8) 0.0233(8) Uani 0.0229(7) 1 d G . P A 2
H4A H 0.793270 0.241666 0.440854 0.028 Uiso 0.0229(7) 1 calc R U P A 2
C5A C 0.834(14) 0.245(9) 0.257(9) 0.0245(8) Uani 0.0229(7) 1 d G . P A 2
H5A H 0.850564 0.143952 0.228845 0.029 Uiso 0.0229(7) 1 calc R U P A 2
O1A O 0.595(8) 0.686(8) 0.901(5) 0.0220(7) Uani 0.0229(7) 1 d D . 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 0.0033 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'
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'
I I -0.4742 1.8119 '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
_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 0 0 0.0469 -0.9981 0.0007 0.0011 0.0138 -0.0789 -0.0261
1 0 0 0.0559 0.9981 -0.0007 -0.0011 -0.0138 0.0789 0.0261
0 1 0 0.1051 0.0006 0.9973 0.0005 0.0245 -0.0008 0.0780
1 -1 1 0.0700 0.9988 -0.9989 0.9968 0.0278 0.1059 -0.0489
0 -1 0 0.0964 -0.0006 -0.9973 -0.0005 -0.0245 0.0008 -0.0780
0 0 -1 0.0049 -0.0013 0.0009 -0.9984 -0.0660 -0.0262 -0.0030
0 0 1 0.0099 0.0013 -0.0009 0.9984 0.0660 0.0262 0.0030
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
C2 C1 H1 119.2 . . ?
N1 C1 H1 119.2 . . ?
N1 C1 C2 121.5(3) . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.4(3) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 C4 116.0(3) . . ?
C2 C3 C6 122.8(3) . . ?
C4 C3 C6 121.2(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.9(3) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 119.4 . . ?
N1 C5 C4 121.2(3) . . ?
N1 C5 H5 119.4 . . ?
C7 C6 C3 123.2(3) . . ?
C7 C6 C11 116.7(3) . . ?
C11 C6 C3 120.1(3) . . ?
C6 C7 H7 118.9 . . ?
C8 C7 C6 122.3(3) . . ?
C8 C7 H7 118.9 . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C9 119.4(3) . . ?
C9 C8 H8 120.3 . . ?
C10 C9 C8 119.1(3) . . ?
O1 C9 C8 125.6(3) . . ?
O1 C9 C10 115.3(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.3(3) . . ?
C11 C10 H10 119.4 . . ?
C6 C11 H11 119.4 . . ?
C10 C11 C6 121.2(3) . . ?
C10 C11 H11 119.4 . . ?
H12A C12 H12B 108.5 . . ?
C13 C12 H12A 110.1 . . ?
C13 C12 H12B 110.1 . . ?
O1 C12 H12A 110.1 . . ?
O1 C12 H12B 110.1 . . ?
O1 C12 C13 107.8(3) . . ?
C12 C13 H13A 109.2 . . ?
C12 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C14 C13 C12 112.2(3) . . ?
C14 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C13 C14 H14A 109.0 . . ?
C13 C14 H14B 109.0 . . ?
C13 C14 C15 113.1(6) . . ?
H14A C14 H14B 107.8 . . ?
C15 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 I1 I2 176.92(7) . . ?
C1 N1 C5 120.0(3) . . ?
C1 N1 I1 122.4(2) . . ?
C5 N1 I1 117.2(2) . . ?
C9 O1 C12 118.1(2) . . ?
C11A C6A C7A 120.0 . . ?
C11A C6A C3A 111(8) . . ?
C7A C6A C3A 129(8) . . ?
C6A C11A H11A 120.0 . . ?
C6A C11A C10A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C11A C10A H10A 120.0 . . ?
C9A C10A C11A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C8A C9A C10A 120.0 . . ?
O1A C9A C10A 146(6) . . ?
O1A C9A C8A 94(6) . . ?
C9A C8A H8A 120.0 . . ?
C9A C8A C7A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C6A C7A H7A 120.0 . . ?
C8A C7A C6A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
H12C C12A H12D 108.3 . . ?
C13A C12A H12C 109.9 . . ?
C13A C12A H12D 109.9 . . ?
O1A C12A H12C 109.9 . . ?
O1A C12A H12D 109.9 . . ?
O1A C12A C13A 109(3) . . ?
C12A C13A H13C 109.7 . . ?
C12A C13A H13D 109.7 . . ?
H13C C13A H13D 108.2 . . ?
C14A C13A C12A 110(3) . . ?
C14A C13A H13C 109.7 . . ?
C14A C13A H13D 109.7 . . ?
C13A C14A H14C 109.1 . . ?
C13A C14A H14D 109.1 . . ?
C13A C14A C15A 113(3) . . ?
H14C C14A H14D 107.8 . . ?
C15A C14A H14C 109.1 . . ?
C15A C14A H14D 109.1 . . ?
C14A C15A H15D 109.5 . . ?
C14A C15A H15E 109.5 . . ?
C14A C15A H15F 109.5 . . ?
H15D C15A H15E 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
N1A I1A I2A 177(3) . . ?
C1A N1A I1A 128(5) . . ?
C1A N1A C5A 120.0 . . ?
C5A N1A I1A 112(5) . . ?
N1A C1A H1A 120.0 . . ?
C2A C1A N1A 120.0 . . ?
C2A C1A H1A 120.0 . . ?
C1A C2A H2A 120.0 . . ?
C1A C2A C3A 120.0 . . ?
C3A C2A H2A 120.0 . . ?
C2A C3A C6A 114(8) . . ?
C4A C3A C6A 126(8) . . ?
C4A C3A C2A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C5A C4A C3A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
N1A C5A H5A 120.0 . . ?
C4A C5A N1A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C9A O1A C12A 124(4) . . ?
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
C1 H1 0.9500 . ?
C1 C2 1.377(5) . ?
C1 N1 1.333(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.397(5) . ?
C3 C4 1.402(5) . ?
C3 C6 1.459(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.370(5) . ?
C5 H5 0.9500 . ?
C5 N1 1.334(4) . ?
C6 C7 1.393(5) . ?
C6 C11 1.411(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.388(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.390(4) . ?
C9 C10 1.387(5) . ?
C9 O1 1.359(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.364(5) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.517(5) . ?
C12 O1 1.430(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.509(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.540(9) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
I1 I2 2.8143(4) . ?
I1 N1 2.398(3) . ?
C6A C11A 1.3900 . ?
C6A C7A 1.3900 . ?
C6A C3A 1.47(2) . ?
C11A H11A 0.9500 . ?
C11A C10A 1.3900 . ?
C10A H10A 0.9500 . ?
C10A C9A 1.3900 . ?
C9A C8A 1.3900 . ?
C9A O1A 1.35(2) . ?
C8A H8A 0.9500 . ?
C8A C7A 1.3900 . ?
C7A H7A 0.9500 . ?
C12A H12C 0.9900 . ?
C12A H12D 0.9900 . ?
C12A C13A 1.52(2) . ?
C12A O1A 1.40(2) . ?
C13A H13C 0.9900 . ?
C13A H13D 0.9900 . ?
C13A C14A 1.52(2) . ?
C14A H14C 0.9900 . ?
C14A H14D 0.9900 . ?
C14A C15A 1.54(2) . ?
C15A H15D 0.9800 . ?
C15A H15E 0.9800 . ?
C15A H15F 0.9800 . ?
I1A I2A 2.786(19) . ?
I1A N1A 2.493(19) . ?
N1A C1A 1.3900 . ?
N1A C5A 1.3900 . ?
C1A H1A 0.9500 . ?
C1A C2A 1.3900 . ?
C2A H2A 0.9500 . ?
C2A C3A 1.3900 . ?
C3A C4A 1.3900 . ?
C4A H4A 0.9500 . ?
C4A C5A 1.3900 . ?
C5A H5A 0.9500 . ?
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
C1 C2 C3 C4 -1.0(5) . . . . ?
C1 C2 C3 C6 179.4(3) . . . . ?
C2 C1 N1 C5 0.1(5) . . . . ?
C2 C1 N1 I1 -172.1(2) . . . . ?
C2 C3 C4 C5 1.3(5) . . . . ?
C2 C3 C6 C7 24.2(5) . . . . ?
C2 C3 C6 C11 -157.2(3) . . . . ?
C3 C4 C5 N1 -0.9(5) . . . . ?
C3 C6 C7 C8 176.6(3) . . . . ?
C3 C6 C11 C10 -176.9(3) . . . . ?
C4 C3 C6 C7 -155.4(3) . . . . ?
C4 C3 C6 C11 23.2(5) . . . . ?
C4 C5 N1 C1 0.2(5) . . . . ?
C4 C5 N1 I1 172.8(2) . . . . ?
C6 C3 C4 C5 -179.1(3) . . . . ?
C6 C7 C8 C9 0.5(5) . . . . ?
C7 C6 C11 C10 1.8(5) . . . . ?
C7 C8 C9 C10 1.5(5) . . . . ?
C7 C8 C9 O1 -179.5(3) . . . . ?
C8 C9 C10 C11 -1.8(5) . . . . ?
C8 C9 O1 C12 3.5(5) . . . . ?
C9 C10 C11 C6 0.1(5) . . . . ?
C10 C9 O1 C12 -177.5(3) . . . . ?
C11 C6 C7 C8 -2.1(5) . . . . ?
C12 C13 C14 C15 175.1(7) . . . . ?
C13 C12 O1 C9 176.1(3) . . . . ?
N1 C1 C2 C3 0.3(5) . . . . ?
O1 C9 C10 C11 179.1(3) . . . . ?
O1 C12 C13 C14 179.3(3) . . . . ?
C6A C11A C10A C9A 0.0 . . . . ?
C6A C3A C4A C5A -180(12) . . . . ?
C11A C6A C7A C8A 0.00(6) . . . . ?
C11A C6A C3A C2A -148(6) . . . . ?
C11A C6A C3A C4A 31(11) . . . . ?
C11A C10A C9A C8A 0.0 . . . . ?
C11A C10A C9A O1A 177(4) . . . . ?
C10A C9A C8A C7A 0.0 . . . . ?
C10A C9A O1A C12A 8(8) . . . . ?
C9A C8A C7A C6A 0.0 . . . . ?
C8A C9A O1A C12A -175(5) . . . . ?
C7A C6A C11A C10A 0.0 . . . . ?
C7A C6A C3A C2A 40(10) . . . . ?
C7A C6A C3A C4A -140(8) . . . . ?
C12A C13A C14A C15A -178(5) . . . . ?
C13A C12A O1A C9A 176(5) . . . . ?
I1A N1A C1A C2A 175(7) . . . . ?
I1A N1A C5A C4A -175(6) . . . . ?
N1A C1A C2A C3A 0.0 . . . . ?
C1A N1A C5A C4A 0.0 . . . . ?
C1A C2A C3A C6A 180(10) . . . . ?
C1A C2A C3A C4A 0.0 . . . . ?
C2A C3A C4A C5A 0.0 . . . . ?
C3A C6A C11A C10A -172(7) . . . . ?
C3A C6A C7A C8A 171(8) . . . . ?
C3A C4A C5A N1A 0.0 . . . . ?
C5A N1A C1A C2A 0.0 . . . . ?
O1A C9A C8A C7A -178(2) . . . . ?
O1A C12A C13A C14A 175(5) . . . . ?
