#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/25/2012531.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_2012531
loop_
_publ_author_name
'Spiniello, Marisa'
'White, Jonathan M.'
_publ_section_title
;
 cis- and
 trans-2-(4-tert-Butylcyclohexyloxy)-1,3,5-trinitrobenzene
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o94
_journal_page_last               o96
_journal_paper_doi               10.1107/S0108270101019400
_journal_volume                  58
_journal_year                    2002
_chemical_formula_moiety         'C16 H21 N3 O7'
_chemical_formula_sum            'C16 H21 N3 O7'
_chemical_formula_weight         367.37
_chemical_melting_point          .381E-305
_chemical_name_common            'trans-4-tert-Butylcyclohexyl Picrate'
_chemical_name_systematic
;
trans-2-(4-tert-butylcyclohexyloxy)-1,3,5-trinitrobenzene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90
_cell_angle_beta                 94.22(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.950(3)
_cell_length_b                   8.3490(10)
_cell_length_c                   14.292(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    130.0(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      10
_cell_volume                     1779.1(8)
_computing_cell_refinement       'Please provide missing details'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'PROCESS_DATA (Gable et al., 1994)'
_computing_molecular_graphics    'ZORTEP (Zsolnai, 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      130.0(2)
_diffrn_measured_fraction_theta_full .996
_diffrn_measured_fraction_theta_max .996
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71069
_diffrn_reflns_av_R_equivalents  .015
_diffrn_reflns_av_sigmaI/netI    .049
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3248
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         2.73
_diffrn_standards_decay_%        2
_diffrn_standards_interval_time  160
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .109
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       slab
_exptl_crystal_F_000             776
_exptl_crystal_size_max          .50
_exptl_crystal_size_mid          .25
_exptl_crystal_size_min          .10
_refine_diff_density_max         .22
_refine_diff_density_min         -.19
_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     256
_refine_ls_number_reflns         3104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          .085
_refine_ls_R_factor_gt           .047
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0417P)²+0.7612P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          .097
_refine_ls_wR_factor_ref         .112
_reflns_number_gt                2092
_reflns_number_total             3108
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ta1354.cif
_cod_data_source_block           II
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1779.1(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2012531
_cod_database_fobs_code          2012531
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 .84872(10) .1190(2) .40551(11) .0253(4) Uani d . 1 . . O
O2 .85703(12) .4082(2) .52717(13) .0402(5) Uani d . 1 . . O
O3 .90399(12) .2361(2) .63250(12) .0359(5) Uani d . 1 . . O
O4 1.23900(12) .3059(2) .55036(14) .0438(5) Uani d . 1 . . O
O5 1.26771(13) .2012(3) .41659(16) .0602(7) Uani d . 1 . . O
O6 1.02665(12) -.0020(2) .20675(11) .0369(5) Uani d . 1 . . O
O7 .91774(12) -.1046(2) .27963(12) .0339(5) Uani d . 1 . . O
N1 .90506(13) .2977(2) .55517(14) .0244(5) Uani d . 1 . . N
N2 1.21651(14) .2425(3) .47530(17) .0361(6) Uani d . 1 . . N
N3 .97976(14) -.0092(3) .27382(14) .0282(5) Uani d . 1 . . N
C1 .79426(16) .1531(3) .31599(16) .0257(6) Uani d . 1 . . C
H1 .8338 .1464 .2626 .017(6) Uiso calc R 1 . . H
C2 .75570(16) .3191(3) .31971(17) .0280(6) Uani d . 1 . . C
H2A .8048 .3987 .3264 .035(7) Uiso calc R 1 . . H
H2B .7194 .3290 .3746 .034(7) Uiso calc R 1 . . H
C3 .69676(16) .3517(3) .22938(18) .0316(6) Uani d . 1 . . C
H3A .7350 .3539 .1757 .034(7) Uiso calc R 1 . . H
H3B .6684 .4583 .2338 .035(7) Uiso calc R 1 . . H
C4 .62307(16) .2244(3) .21108(17) .0289(6) Uani d . 1 . . C
H4 .5851 .2287 .2658 .033(7) Uiso calc R 1 . . H
C5 .66574(16) .0585(3) .21249(17) .0305(6) Uani d . 1 . . C
H5A .7038 .0488 .1590 .043(8) Uiso calc R 1 . . H
H5B .6179 -.0234 .2047 .037(7) Uiso calc R 1 . . H
C6 .72289(16) .0265(3) .30392(17) .0293(6) Uani d . 1 . . C
H6A .6847 .0290 .3576 .033(7) Uiso calc R 1 . . H
H6B .7509 -.0807 .3016 .037(7) Uiso calc R 1 . . H
C7 .55888(17) .2578(4) .12176(17) .0345(7) Uani d . 1 . . C
C8 .6077(2) .2401(4) .03194(18) .0443(8) Uani d . 1 . . C
H8A .6301 .1303 .0273 .055(9) Uiso calc R 1 . . H
H8B .6582 .3152 .0335 .049(9) Uiso calc R 1 . . H
H8C .5661 .2635 -.0226 .051(9) Uiso calc R 1 . . H
C9 .4801(2) .1405(5) .1184(2) .0572(10) Uani d . 1 . . C
H9A .5020 .0317 .1084 .065(11) Uiso calc R 1 . . H
H9B .4363 .1698 .0669 .055(9) Uiso calc R 1 . . H
H9C .4515 .1449 .1779 .050(9) Uiso calc R 1 . . H
C10 .5215(2) .4271(4) .12585(19) .0485(9) Uani d . 1 . . C
H10A .4964 .4441 .1865 .054(9) Uiso calc R 1 . . H
H10B .4743 .4417 .0753 .045(8) Uiso calc R 1 . . H
H10C .5697 .5046 .1184 .065(11) Uiso calc R 1 . . H
C11 .93706(16) .1490(3) .41285(16) .0228(5) Uani d . 1 . . C
C12 .97072(15) .2353(3) .49202(15) .0221(5) Uani d . 1 . . C
C13 1.05979(16) .2654(3) .51559(16) .0251(6) Uani d . 1 . . C
H13 1.0791 .3195 .5719 .025(6) Uiso calc R 1 . . H
C14 1.12021(16) .2127(3) .45307(17) .0258(6) Uani d . 1 . . C
C15 1.09264(16) .1314(3) .37222(17) .0265(6) Uani d . 1 . . C
H15 1.1349 .0993 .3295 .027(7) Uiso calc R 1 . . H
C16 1.00252(15) .0973(3) .35411(16) .0231(5) Uani d . 1 . . C
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 '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'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 '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_publ_flag
C11 O1 C1 120.24(17) y
O2 N1 O3 124.7(2) ?
O2 N1 C12 117.9(2) ?
O3 N1 C12 117.30(19) ?
O4 N2 O5 125.3(2) ?
O4 N2 C14 117.7(2) ?
O5 N2 C14 117.0(2) ?
O7 N3 O6 124.1(2) ?
O7 N3 C16 118.09(19) ?
O6 N3 C16 117.7(2) ?
O1 C1 C6 107.60(19) y
O1 C1 C2 109.37(19) y
C6 C1 C2 112.4(2) ?
O1 C1 H1 109.1 ?
C6 C1 H1 109.1 ?
C2 C1 H1 109.1 ?
C1 C2 C3 109.4(2) y
C1 C2 H2A 109.8 ?
C3 C2 H2A 109.8 ?
C1 C2 H2B 109.8 ?
C3 C2 H2B 109.8 ?
H2A C2 H2B 108.2 ?
C2 C3 C4 112.4(2) y
C2 C3 H3A 109.1 ?
C4 C3 H3A 109.1 ?
C2 C3 H3B 109.1 ?
C4 C3 H3B 109.1 ?
H3A C3 H3B 107.9 ?
C5 C4 C3 109.35(19) y
C5 C4 C7 113.8(2) y
C3 C4 C7 113.8(2) y
C5 C4 H4 106.4 ?
C3 C4 H4 106.4 ?
C7 C4 H4 106.4 ?
C4 C5 C6 112.1(2) y
C4 C5 H5A 109.2 ?
C6 C5 H5A 109.2 ?
C4 C5 H5B 109.2 ?
C6 C5 H5B 109.2 ?
H5A C5 H5B 107.9 ?
C1 C6 C5 108.8(2) y
C1 C6 H6A 109.9 ?
C5 C6 H6A 109.9 ?
C1 C6 H6B 109.9 ?
C5 C6 H6B 109.9 ?
H6A C6 H6B 108.3 ?
C10 C7 C9 108.2(2) ?
C10 C7 C8 108.7(2) ?
C9 C7 C8 109.0(2) ?
C10 C7 C4 109.8(2) ?
C9 C7 C4 109.6(2) ?
C8 C7 C4 111.4(2) ?
C7 C8 H8A 109.5 ?
C7 C8 H8B 109.5 ?
H8A C8 H8B 109.5 ?
C7 C8 H8C 109.5 ?
H8A C8 H8C 109.5 ?
H8B C8 H8C 109.5 ?
C7 C9 H9A 109.5 ?
C7 C9 H9B 109.5 ?
H9A C9 H9B 109.5 ?
C7 C9 H9C 109.5 ?
H9A C9 H9C 109.5 ?
H9B C9 H9C 109.5 ?
C7 C10 H10A 109.5 ?
C7 C10 H10B 109.5 ?
H10A C10 H10B 109.5 ?
C7 C10 H10C 109.5 ?
H10A C10 H10C 109.5 ?
H10B C10 H10C 109.5 ?
O1 C11 C12 116.9(2) ?
O1 C11 C16 128.5(2) ?
C12 C11 C16 114.6(2) ?
C13 C12 C11 125.1(2) ?
C13 C12 N1 117.5(2) ?
C11 C12 N1 117.3(2) ?
C12 C13 C14 116.7(2) ?
C12 C13 H13 121.6 ?
C14 C13 H13 121.6 ?
C15 C14 C13 121.8(2) ?
C15 C14 N2 119.5(2) ?
C13 C14 N2 118.7(2) ?
C14 C15 C16 119.1(2) ?
C14 C15 H15 120.5 ?
C16 C15 H15 120.5 ?
C15 C16 C11 122.5(2) ?
C15 C16 N3 115.9(2) ?
C11 C16 N3 121.4(2) ?
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
O1 C11 . 1.341(3) ?
O1 C1 . 1.492(3) y
O2 N1 . 1.218(3) y
O3 N1 . 1.220(2) y
O4 N2 . 1.221(3) y
O5 N2 . 1.226(3) y
O6 N3 . 1.230(2) y
O7 N3 . 1.230(3) y
N1 C12 . 1.476(3) y
N2 C14 . 1.472(3) y
N3 C16 . 1.472(3) y
C1 C6 . 1.503(3) y
C1 C2 . 1.504(3) y
C1 H1 . 1.0000 ?
C2 C3 . 1.533(3) y
C2 H2A . .9900 ?
C2 H2B . .9900 ?
C3 C4 . 1.539(4) y
C3 H3A . .9900 ?
C3 H3B . .9900 ?
C4 C5 . 1.525(4) y
C4 C7 . 1.565(3) y
C4 H4 . 1.0000 ?
C5 C6 . 1.531(3) y
C5 H5A . .9900 ?
C5 H5B . .9900 ?
C6 H6A . .9900 ?
C6 H6B . .9900 ?
C7 C10 . 1.523(4) y
C7 C9 . 1.530(4) y
C7 C8 . 1.530(3) y
C8 H8A . .9800 ?
C8 H8B . .9800 ?
C8 H8C . .9800 ?
C9 H9A . .9800 ?
C9 H9B . .9800 ?
C9 H9C . .9800 ?
C10 H10A . .9800 ?
C10 H10B . .9800 ?
C10 H10C . .9800 ?
C11 C12 . 1.403(3) y
C11 C16 . 1.403(3) y
C12 C13 . 1.372(3) y
C13 C14 . 1.388(3) y
C13 H13 . .9500 ?
C14 C15 . 1.377(3) y
C15 C16 . 1.383(3) y
C15 H15 . .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_publ_flag
C11 O1 C1 C6 145.1(2) ?
C11 O1 C1 C2 -92.5(2) ?
O1 C1 C2 C3 -177.80(18) y
C6 C1 C2 C3 -58.3(3) ?
C1 C2 C3 C4 55.3(3) ?
C2 C3 C4 C5 -54.0(3) ?
C2 C3 C4 C7 177.5(2) ?
C3 C4 C5 C6 55.4(3) ?
C7 C4 C5 C6 -176.1(2) ?
O1 C1 C6 C5 179.92(19) y
C2 C1 C6 C5 59.4(3) ?
C4 C5 C6 C1 -57.9(3) ?
C5 C4 C7 C10 -178.7(2) ?
C3 C4 C7 C10 -52.5(3) ?
C5 C4 C7 C9 62.6(3) ?
C3 C4 C7 C9 -171.2(2) ?
C5 C4 C7 C8 -58.2(3) ?
C3 C4 C7 C8 68.0(3) ?
C1 O1 C11 C12 131.1(2) y
C1 O1 C11 C16 -53.0(3) y
O1 C11 C12 C13 174.1(2) ?
C16 C11 C12 C13 -2.4(3) ?
O1 C11 C12 N1 -5.4(3) ?
C16 C11 C12 N1 178.1(2) ?
O2 N1 C12 C13 109.7(2) y
O3 N1 C12 C13 -69.2(3) y
O2 N1 C12 C11 -70.7(3) y
O3 N1 C12 C11 110.4(2) y
C11 C12 C13 C14 3.5(4) ?
N1 C12 C13 C14 -176.9(2) ?
C12 C13 C14 C15 -1.3(4) ?
C12 C13 C14 N2 179.9(2) ?
O4 N2 C14 C15 -175.5(2) y
O5 N2 C14 C15 4.5(3) y
O4 N2 C14 C13 3.4(3) y
O5 N2 C14 C13 -176.7(2) y
C13 C14 C15 C16 -1.9(4) ?
N2 C14 C15 C16 176.9(2) ?
C14 C15 C16 C11 3.1(4) ?
C14 C15 C16 N3 -171.6(2) ?
O1 C11 C16 C15 -177.1(2) ?
C12 C11 C16 C15 -1.1(3) ?
O1 C11 C16 N3 -2.7(4) ?
C12 C11 C16 N3 173.3(2) ?
O7 N3 C16 C15 144.3(2) y
O6 N3 C16 C15 -32.6(3) y
O7 N3 C16 C11 -30.5(3) y
O6 N3 C16 C11 152.6(2) y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21107400
