#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:23:40 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180391 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/60/7206054.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_7206054
loop_
_publ_author_name
'Zhu, Lingyan'
'Agarwal, Arun'
'Lai, Jinfeng'
'Al-Kaysi, Rabih O.'
'Tham, Fook S.'
'Ghaddar, Tarek'
'Mueller, Leonard'
'Bardeen, Christopher J.'
_publ_section_title
;
 Solid-state photochemical and photomechanical properties of molecular
 crystal nanorods composed of anthracene ester derivatives
;
_journal_issue                   17
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              6258
_journal_paper_doi               10.1039/c1jm10228a
_journal_volume                  21
_journal_year                    2011
_chemical_formula_sum            'C20 H20 O2'
_chemical_formula_weight         292.36
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                113.3094(12)
_cell_angle_beta                 101.2927(12)
_cell_angle_gamma                93.6011(13)
_cell_formula_units_Z            2
_cell_length_a                   8.6243(7)
_cell_length_b                   9.3234(8)
_cell_length_c                   10.7823(9)
_cell_measurement_reflns_used    4852
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.06
_cell_measurement_theta_min      2.41
_cell_volume                     771.27(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0255
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16933
_diffrn_reflns_theta_full        29.57
_diffrn_reflns_theta_max         29.57
_diffrn_reflns_theta_min         2.12
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9907
_exptl_absorpt_correction_T_min  0.9820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'prism frag'
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.411
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         4295
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0617P)²+0.2770P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1276
_reflns_number_gt                3205
_reflns_number_total             4295
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1jm10228a.txt
_cod_data_source_block           cb26_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 1555 2011-01-17 13:19:09Z saulius 

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_sg_symbol_H-M      P-1
_cod_database_code               7206054
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.18773(14) 0.34004(14) 0.42191(12) 0.0196(2) Uani 1 1 d . . .
H1 H -0.1350 0.3908 0.3773 0.023 Uiso 1 1 calc R . .
C2 C -0.27450(15) 0.42223(15) 0.51235(13) 0.0238(3) Uani 1 1 d . . .
H2 H -0.2817 0.5294 0.5296 0.029 Uiso 1 1 calc R . .
C3 C -0.35438(15) 0.34918(16) 0.58115(13) 0.0249(3) Uani 1 1 d . . .
H3 H -0.4160 0.4072 0.6425 0.030 Uiso 1 1 calc R . .
C4 C -0.34275(14) 0.19694(15) 0.55926(13) 0.0225(3) Uani 1 1 d . . .
H4 H -0.3947 0.1501 0.6071 0.027 Uiso 1 1 calc R . .
C4A C -0.25353(13) 0.10596(14) 0.46531(12) 0.0182(2) Uani 1 1 d . . .
C5 C -0.15061(15) -0.30396(15) 0.32021(13) 0.0234(3) Uani 1 1 d . . .
H5 H -0.2047 -0.3519 0.3662 0.028 Uiso 1 1 calc R . .
C6 C -0.06912(16) -0.39123(15) 0.22823(14) 0.0254(3) Uani 1 1 d . . .
H6 H -0.0679 -0.4996 0.2093 0.031 Uiso 1 1 calc R . .
C7 C 0.01424(15) -0.32038(14) 0.16031(13) 0.0232(3) Uani 1 1 d . . .
H7 H 0.0728 -0.3817 0.0976 0.028 Uiso 1 1 calc R . .
C8 C 0.01154(14) -0.16592(14) 0.18361(12) 0.0193(2) Uani 1 1 d . . .
H8 H 0.0674 -0.1213 0.1364 0.023 Uiso 1 1 calc R . .
C8A C -0.07446(13) -0.06994(13) 0.27848(11) 0.0166(2) Uani 1 1 d . . .
C9 C -0.08666(13) 0.08817(13) 0.30191(11) 0.0159(2) Uani 1 1 d . . .
C9A C -0.17535(13) 0.17816(13) 0.39358(12) 0.0168(2) Uani 1 1 d . . .
C10 C -0.24143(14) -0.05083(14) 0.44191(12) 0.0197(2) Uani 1 1 d . . .
H10 H -0.2925 -0.0973 0.4905 0.024 Uiso 1 1 calc R . .
C10A C -0.15635(13) -0.14113(14) 0.34905(12) 0.0183(2) Uani 1 1 d . . .
C11 C -0.01246(13) 0.15853(13) 0.22021(12) 0.0167(2) Uani 1 1 d . . .
O1 O -0.08698(10) 0.19716(11) 0.13439(9) 0.0244(2) Uani 1 1 d . . .
O2 O 0.14785(9) 0.17131(10) 0.25137(9) 0.01982(19) Uani 1 1 d . . .
C12 C 0.22834(14) 0.22187(16) 0.16492(13) 0.0231(3) Uani 1 1 d . A .
H12A H 0.2272 0.3360 0.1899 0.028 Uiso 1 1 calc R . .
H12B H 0.1733 0.1622 0.0655 0.028 Uiso 1 1 calc R . .
C13 C 0.39838(15) 0.18991(19) 0.19072(15) 0.0288(3) Uani 1 1 d D . .
H13A H 0.3983 0.0743 0.1495 0.035 Uiso 0.766(4) 1 calc PR A 1
H13B H 0.4438 0.2306 0.2922 0.035 Uiso 0.766(4) 1 calc PR A 1
H13C H 0.3990 0.0924 0.2067 0.035 Uiso 0.234(4) 1 d PR A 2
H13D H 0.4627 0.2782 0.2765 0.035 Uiso 0.234(4) 1 d PR A 2
C14 C 0.50582(19) 0.2681(3) 0.1279(2) 0.0271(5) Uani 0.766(4) 1 d PD A 1
H14A H 0.5207 0.3842 0.1811 0.033 Uiso 0.766(4) 1 calc PR A 1
H14B H 0.6124 0.2347 0.1401 0.033 Uiso 0.766(4) 1 calc PR A 1
C15 C 0.4411(2) 0.2289(3) -0.02567(19) 0.0252(5) Uani 0.766(4) 1 d PD A 1
H15A H 0.3449 0.2793 -0.0375 0.030 Uiso 0.766(4) 1 calc PR A 1
H15B H 0.4096 0.1131 -0.0786 0.030 Uiso 0.766(4) 1 calc PR A 1
C16 C 0.5697(8) 0.2887(8) -0.0825(5) 0.0391(16) Uani 0.766(4) 1 d PDU A 1
H16A H 0.5238 0.2719 -0.1787 0.059 Uiso 0.766(4) 1 calc PR A 1
H16B H 0.6601 0.2305 -0.0798 0.059 Uiso 0.766(4) 1 calc PR A 1
H16C H 0.6069 0.4018 -0.0252 0.059 Uiso 0.766(4) 1 calc PR A 1
C14D C 0.4768(7) 0.1696(8) 0.0716(6) 0.0246(15) Uani 0.234(4) 1 d PD A 2
H14C H 0.5864 0.1457 0.0938 0.030 Uiso 0.234(4) 1 calc PR A 2
H14D H 0.4147 0.0797 -0.0141 0.030 Uiso 0.234(4) 1 calc PR A 2
C15D C 0.4842(7) 0.3185(8) 0.0475(7) 0.0289(16) Uani 0.234(4) 1 d PD A 2
H15C H 0.5523 0.4070 0.1310 0.035 Uiso 0.234(4) 1 calc PR A 2
H15D H 0.3754 0.3463 0.0312 0.035 Uiso 0.234(4) 1 calc PR A 2
C16D C 0.554(2) 0.2932(18) -0.0807(15) 0.029(4) Uani 0.234(4) 1 d PDU A 2
H16D H 0.5653 0.3922 -0.0921 0.044 Uiso 0.234(4) 1 calc PR A 2
H16E H 0.4825 0.2110 -0.1644 0.044 Uiso 0.234(4) 1 calc PR A 2
H16F H 0.6598 0.2603 -0.0663 0.044 Uiso 0.234(4) 1 calc PR 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'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C9A 120.77(11) . . ?
C2 C1 H1 119.6 . . ?
C9A C1 H1 119.6 . . ?
C1 C2 C3 120.81(12) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C4 C3 C2 120.17(11) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C4A 121.06(11) . . ?
C3 C4 H4 119.5 . . ?
C4A C4 H4 119.5 . . ?
C10 C4A C4 121.40(10) . . ?
C10 C4A C9A 119.64(10) . . ?
C4 C4A C9A 118.96(11) . . ?
C6 C5 C10A 121.13(11) . . ?
C6 C5 H5 119.4 . . ?
C10A C5 H5 119.4 . . ?
C5 C6 C7 120.01(11) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C8 C7 C6 121.07(11) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C8A 120.81(11) . . ?
C7 C8 H8 119.6 . . ?
C8A C8 H8 119.6 . . ?
C9 C8A C8 123.09(10) . . ?
C9 C8A C10A 118.85(10) . . ?
C8 C8A C10A 118.02(10) . . ?
C8A C9 C9A 121.64(10) . . ?
C8A C9 C11 118.96(10) . . ?
C9A C9 C11 119.28(10) . . ?
C9 C9A C1 123.12(10) . . ?
C9 C9A C4A 118.66(10) . . ?
C1 C9A C4A 118.20(10) . . ?
C10A C10 C4A 121.79(10) . . ?
C10A C10 H10 119.1 . . ?
C4A C10 H10 119.1 . . ?
C10 C10A C5 121.66(11) . . ?
C10 C10A C8A 119.39(10) . . ?
C5 C10A C8A 118.94(10) . . ?
O1 C11 O2 123.46(10) . . ?
O1 C11 C9 124.45(10) . . ?
O2 C11 C9 112.08(9) . . ?
C11 O2 C12 115.50(9) . . ?
O2 C12 C13 107.31(10) . . ?
O2 C12 H12A 110.3 . . ?
C13 C12 H12A 110.3 . . ?
O2 C12 H12B 110.3 . . ?
C13 C12 H12B 110.3 . . ?
H12A C12 H12B 108.5 . . ?
C12 C13 C14D 113.7(2) . . ?
C12 C13 C14 112.30(12) . . ?
C14D C13 C14 32.7(2) . . ?
C12 C13 H13A 109.1 . . ?
C14D C13 H13A 78.6 . . ?
C14 C13 H13A 109.1 . . ?
C12 C13 H13B 109.1 . . ?
C14D C13 H13B 131.5 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?
C12 C13 H13C 108.8 . . ?
C14D C13 H13C 108.5 . . ?
C14 C13 H13C 133.0 . . ?
H13A C13 H13C 33.4 . . ?
H13B C13 H13C 76.9 . . ?
C12 C13 H13D 108.8 . . ?
C14D C13 H13D 109.1 . . ?
C14 C13 H13D 79.7 . . ?
H13A C13 H13D 133.4 . . ?
H13B C13 H13D 32.9 . . ?
H13C C13 H13D 107.7 . . ?
C15 C14 C13 114.82(15) . . ?
C15 C14 H14A 108.6 . . ?
C13 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
C13 C14 H14B 108.6 . . ?
H14A C14 H14B 107.5 . . ?
C14 C15 C16 110.1(3) . . ?
C14 C15 H15A 109.6 . . ?
C16 C15 H15A 109.6 . . ?
C14 C15 H15B 109.6 . . ?
C16 C15 H15B 109.6 . . ?
H15A C15 H15B 108.2 . . ?
C15D C14D C13 110.2(4) . . ?
C15D C14D H14C 109.6 . . ?
C13 C14D H14C 109.6 . . ?
C15D C14D H14D 109.6 . . ?
C13 C14D H14D 109.6 . . ?
H14C C14D H14D 108.1 . . ?
C14D C15D C16D 109.9(8) . . ?
C14D C15D H15C 109.7 . . ?
C16D C15D H15C 109.7 . . ?
C14D C15D H15D 109.7 . . ?
C16D C15D H15D 109.7 . . ?
H15C C15D H15D 108.2 . . ?
C15D C16D H16D 109.5 . . ?
C15D C16D H16E 109.5 . . ?
H16D C16D H16E 109.5 . . ?
C15D C16D H16F 109.5 . . ?
H16D C16D H16F 109.5 . . ?
H16E C16D H16F 109.5 . . ?
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 C2 1.3655(16) . ?
C1 C9A 1.4321(16) . ?
C1 H1 0.9500 . ?
C2 C3 1.4247(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.3574(18) . ?
C3 H3 0.9500 . ?
C4 C4A 1.4301(16) . ?
C4 H4 0.9500 . ?
C4A C10 1.3961(17) . ?
C4A C9A 1.4371(15) . ?
C5 C6 1.3586(18) . ?
C5 C10A 1.4303(17) . ?
C5 H5 0.9500 . ?
C6 C7 1.4209(18) . ?
C6 H6 0.9500 . ?
C7 C8 1.3630(17) . ?
C7 H7 0.9500 . ?
C8 C8A 1.4329(16) . ?
C8 H8 0.9500 . ?
C8A C9 1.4083(15) . ?
C8A C10A 1.4387(15) . ?
C9 C9A 1.4094(15) . ?
C9 C11 1.4970(15) . ?
C10 C10A 1.3957(16) . ?
C10 H10 0.9500 . ?
C11 O1 1.2078(14) . ?
C11 O2 1.3432(13) . ?
O2 C12 1.4605(14) . ?
C12 C13 1.5091(17) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14D 1.519(5) . ?
C13 C14 1.549(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 H13C 0.9900 . ?
C13 H13D 0.9900 . ?
C14 C15 1.523(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.541(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C14D C15D 1.510(7) . ?
C14D H14C 0.9900 . ?
C14D H14D 0.9900 . ?
C15D C16D 1.556(8) . ?
C15D H15C 0.9900 . ?
C15D H15D 0.9900 . ?
C16D H16D 0.9800 . ?
C16D H16E 0.9800 . ?
C16D H16F 0.9800 . ?
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
C9A C1 C2 C3 0.23(19) . . . . ?
C1 C2 C3 C4 1.15(19) . . . . ?
C2 C3 C4 C4A -1.27(19) . . . . ?
C3 C4 C4A C10 -179.79(11) . . . . ?
C3 C4 C4A C9A 0.05(18) . . . . ?
C10A C5 C6 C7 0.91(19) . . . . ?
C5 C6 C7 C8 -1.33(19) . . . . ?
C6 C7 C8 C8A 0.58(18) . . . . ?
C7 C8 C8A C9 -177.26(11) . . . . ?
C7 C8 C8A C10A 0.55(17) . . . . ?
C8 C8A C9 C9A 178.50(10) . . . . ?
C10A C8A C9 C9A 0.70(16) . . . . ?
C8 C8A C9 C11 2.58(16) . . . . ?
C10A C8A C9 C11 -175.22(10) . . . . ?
C8A C9 C9A C1 178.75(10) . . . . ?
C11 C9 C9A C1 -5.35(16) . . . . ?
C8A C9 C9A C4A 0.58(16) . . . . ?
C11 C9 C9A C4A 176.49(10) . . . . ?
C2 C1 C9A C9 -179.60(11) . . . . ?
C2 C1 C9A C4A -1.42(17) . . . . ?
C10 C4A C9A C9 -0.61(16) . . . . ?
C4 C4A C9A C9 179.54(10) . . . . ?
C10 C4A C9A C1 -178.87(10) . . . . ?
C4 C4A C9A C1 1.28(16) . . . . ?
C4 C4A C10 C10A 179.16(11) . . . . ?
C9A C4A C10 C10A -0.68(17) . . . . ?
C4A C10 C10A C5 -176.92(11) . . . . ?
C4A C10 C10A C8A 1.98(17) . . . . ?
C6 C5 C10A C10 179.13(12) . . . . ?
C6 C5 C10A C8A 0.22(18) . . . . ?
C9 C8A C10A C10 -1.97(16) . . . . ?
C8 C8A C10A C10 -179.88(10) . . . . ?
C9 C8A C10A C5 176.96(10) . . . . ?
C8 C8A C10A C5 -0.95(16) . . . . ?
C8A C9 C11 O1 112.88(13) . . . . ?
C9A C9 C11 O1 -63.13(16) . . . . ?
C8A C9 C11 O2 -65.91(13) . . . . ?
C9A C9 C11 O2 118.07(11) . . . . ?
O1 C11 O2 C12 -5.56(16) . . . . ?
C9 C11 O2 C12 173.25(10) . . . . ?
C11 O2 C12 C13 -166.07(10) . . . . ?
O2 C12 C13 C14D 155.8(3) . . . . ?
O2 C12 C13 C14 -168.69(13) . . . . ?
C12 C13 C14 C15 -53.0(2) . . . . ?
C14D C13 C14 C15 46.6(4) . . . . ?
C13 C14 C15 C16 -170.3(3) . . . . ?
C12 C13 C14D C15D 61.0(5) . . . . ?
C14 C13 C14D C15D -33.7(4) . . . . ?
C13 C14D C15D C16D -176.3(9) . . . . ?
