#------------------------------------------------------------------------------
#$Date: 2022-09-14 19:38:48 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277834 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/18/2101887.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2101887
loop_
_publ_author_name
'Harada, J.'
'Ogawa, K.'
'Tomoda, S.'
_publ_section_title
;
 Molecular Motion and Conformational Interconversion of Azobenzenes in
 Crystals as Studied by X-ray Diffraction
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              662
_journal_page_last               672
_journal_paper_doi               10.1107/S0108768197002772
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         'C12 H10 N2'
_chemical_formula_sum            'C12 H10 N2'
_chemical_formula_weight         182.22
_chemical_melting_point          341
_chemical_name_systematic        '       (E)-azobenzene'
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yab'
_space_group_name_H-M_alt        'P 1 21/a 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 112.440(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.1840(11)
_cell_length_b                   5.7888(14)
_cell_length_c                   15.2282(12)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      39.7
_cell_measurement_theta_min      34.5
_cell_volume                     992.7(3)
_computing_cell_refinement       MSC/AFC
_computing_data_collection
;
Rigaku AFC6A, MSC/AFC Diffractometer Control Software
;
_computing_data_reduction
;      DIFDAT_ADDREF_SORTRF (Xtal: Stewart, Merom, Holden, Doherty, Hall
                                   Maslen, Spadaccini & Davenport)
;
_computing_molecular_graphics
'      ORTEP (Xtal: Davenport, Hall & Dreissig)'
_computing_publication_material  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296
_diffrn_measurement_device       Rigaku_AFC6A
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           Cu_K\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  .0208
_diffrn_reflns_av_sigmaI/netI    .0267
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            1463
_diffrn_reflns_theta_max         59.94
_diffrn_reflns_theta_min         3.14
_diffrn_standards_decay_%        5
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .577
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          .40
_exptl_crystal_size_mid          .40
_exptl_crystal_size_min          .40
_refine_diff_density_max         .425
_refine_diff_density_min         -.672
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.185
_refine_ls_goodness_of_fit_obs   1.214
_refine_ls_hydrogen_treatment
;
 Hydrogen atoms were ridden on the bonded carbon atoms.
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1377
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.186
_refine_ls_restrained_S_obs      1.215
_refine_ls_R_factor_all          .1080
_refine_ls_R_factor_obs          .0953
_refine_ls_shift/esd_max         -.046
_refine_ls_shift/esd_mean        .005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1389P)²+0.1181P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .2095
_refine_ls_wR_factor_obs         .1917
_reflns_number_observed          1124
_reflns_number_total             1377
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            oa0007.cif
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1389P)^2^+0.1181P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.1389P)^2^+0.1181P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2101887
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
N101 .0035(2) -.1022(4) -.5116(2) .0454(6) Uani d . 1 . N
C101 .0735(2) -.1341(4) -.5674(2) .0398(7) Uani d . 1 . C
C102 .0597(3) -.3441(5) -.6143(2) .0514(8) Uani d . 1 . C
C103 .1225(3) -.3892(5) -.6709(2) .0570(8) Uani d . 1 . C
C104 .2026(3) -.2292(5) -.6781(2) .0549(8) Uani d . 1 . C
C105 .2188(2) -.0226(5) -.6287(2) .0529(8) Uani d . 1 . C
C106 .1541(2) .0277(4) -.5740(2) .0439(7) Uani d . 1 . C
H102 .005(3) -.456(7) -.606(2) .072(9) Uiso d . 1 . H
H103 .109(3) -.528(7) -.706(3) .086(11) Uiso d . 1 . H
H104 .247(3) -.251(5) -.716(2) .055(8) Uiso d . 1 . H
H105 .277(3) .090(5) -.631(2) .056(8) Uiso d . 1 . H
H106 .163(3) .163(6) -.537(2) .057(8) Uiso d . 1 . H
N201A -.4773(2) .0756(5) -.9695(2) .0543(8) Uani d PD .81 1 N
C201A -.35277(14) .0548(5) -.9205(2) .0476(9) Uani d PGD .81 1 C
C202A -.2966(2) .2370(4) -.8594(2) .0584(11) Uani d PGD .81 1 C
H202A -.3408(3) .3624(6) -.8533(3) .070 Uiso calc PR .81 1 H
C203A -.1739(2) .2303(5) -.8075(2) .0625(12) Uani d PG .81 1 C
H203A -.1366(3) .3513(7) -.7670(3) .075 Uiso calc PR .81 1 H
C204A -.10728(15) .0414(6) -.8168(3) .0599(12) Uani d PG .81 1 C
H204A -.0257(2) .0370(9) -.7823(4) .072 Uiso calc PR .81 1 H
C205A -.1634(2) -.1408(5) -.8778(3) .0631(12) Uani d PG .81 1 C
H205A -.1192(3) -.2662(7) -.8840(4) .076 Uiso calc PR .81 1 H
C206A -.2862(2) -.1341(4) -.9297(2) .0555(10) Uani d PG .81 1 C
H206A -.3235(3) -.2551(6) -.9703(3) .067 Uiso calc PR .81 1 H
N201B -.4619(6) -.0768(16) -.9940(9) .055(3) Uiso d PD .19 2 N
C201B -.3469(6) -.015(3) -.9294(12) .055(3) Uiso d PGD .19 2 C
C202B -.3250(12) .195(2) -.8797(12) .055(3) Uiso d PG .19 2 C
H202B -.3876(16) .294(3) -.8855(18) .066 Uiso calc PR .19 2 H
C203B -.2088(15) .256(2) -.8212(13) .055(3) Uiso d PG .19 2 C
H203B -.194(2) .395(3) -.7881(18) .066 Uiso calc PR .19 2 H
C204B -.1145(10) .107(3) -.8124(14) .055(3) Uiso d PG .19 2 C
H204B -.0373(12) .148(4) -.774(2) .066 Uiso calc PR .19 2 H
C205B -.1364(6) -.102(3) -.8622(15) .055(3) Uiso d PG .19 2 C
H205B -.0737(9) -.201(4) -.856(2) .066 Uiso calc PR .19 2 H
C206B -.2526(8) -.163(2) -.9207(13) .055(3) Uiso d PGD .19 2 C
H206B -.2672(14) -.302(3) -.9537(18) .066 Uiso calc PR .19 2 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0181 .0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0311 .0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 '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_site_symmetry_1
_geom_angle
N101 N101 C101 3_554 114.4(3)
C106 C101 C102 . 120.3(2)
C106 C101 N101 . 123.8(2)
C102 C101 N101 . 115.9(2)
C103 C102 C101 . 120.1(3)
C102 C103 C104 . 120.0(3)
C103 C104 C105 . 119.7(3)
C106 C105 C104 . 120.9(3)
C105 C106 C101 . 119.0(3)
N201A N201A C201A 3_453 114.5(4)
C202A C201A C206A . 120.0
C202A C201A N201A . 116.0(2)
C206A C201A N201A . 124.0(2)
C201A C202A C203A . 120.0
C202A C203A C204A . 120.0
C205A C204A C203A . 120.0
C204A C205A C206A . 120.0
C205A C206A C201A . 120.0
N201B N201B C201B 3_453 113.8(11)
C202B C201B C206B . 120.0
C202B C201B N201B . 122.0(8)
C206B C201B N201B . 117.9(9)
C201B C202B C203B . 120.0
C204B C203B C202B . 120.0
C203B C204B C205B . 120.0
C204B C205B C206B . 120.0
C205B C206B C201B . 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
N101 N101 3_554 1.247(4)
N101 C101 . 1.427(3)
C101 C106 . 1.388(4)
C101 C102 . 1.387(4)
C102 C103 . 1.378(4)
C103 C104 . 1.380(5)
C104 C105 . 1.386(4)
C105 C106 . 1.380(4)
N201A N201A 3_453 1.243(5)
N201A C201A . 1.417(3)
C201A C202A . 1.40
C201A C206A . 1.40
C202A C203A . 1.40
C203A C204A . 1.40
C204A C205A . 1.40
C205A C206A . 1.40
N201B N201B 3_453 1.247(10)
N201B C201B . 1.417(9)
C201B C202B . 1.40
C201B C206B . 1.40
C202B C203B . 1.40
C203B C204B . 1.40
C204B C205B . 1.40
C205B C206B . 1.40
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_site_symmetry_1
_geom_torsion
N101 N101 C101 C106 3_554 17.4(4)
N101 N101 C101 C102 3_554 -164.4(3)
C106 C101 C102 C103 . -2.6(4)
N101 C101 C102 C103 . 179.1(2)
C101 C102 C103 C104 . 2.4(4)
C102 C103 C104 C105 . -.4(4)
C103 C104 C105 C106 . -1.4(4)
C104 C105 C106 C101 . 1.2(4)
C102 C101 C106 C105 . .8(4)
N101 C101 C106 C105 . 178.9(2)
N201A N201A C201A C202A 3_453 172.7(3)
N201A N201A C201A C206A 3_453 -7.8(5)
C206A C201A C202A C203A . .0
N201A C201A C202A C203A . 179.5(3)
C201A C202A C203A C204A . .0
C202A C203A C204A C205A . .0
C203A C204A C205A C206A . .0
C204A C205A C206A C201A . .0
C202A C201A C206A C205A . .0
N201A C201A C206A C205A . -179.5(3)
N201B N201B C201B C202B 3_453 4(3)
N201B N201B C201B C206B 3_453 -171.9(16)
C206B C201B C202B C203B . .0
N201B C201B C202B C203B . -175.9(18)
C201B C202B C203B C204B . .0
C202B C203B C204B C205B . .0
C203B C204B C205B C206B . .0
C204B C205B C206B C201B . .0
C202B C201B C206B C205B . .0
N201B C201B C206B C205B . 176.1(17)
