#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/60/7206087.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_7206087
loop_
_publ_author_name
'Zouev, I.'
'Cao, Den-Ke'
'Sreevidya, T. V.'
'Telzhensky, M.'
'Botoshansky, M.'
'Kaftory, M.'
_publ_section_title
;
 Photodimerization of anthracene derivatives in their neat solid state
 and in solid molecular compounds
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              4376
_journal_paper_doi               10.1039/c0ce00739k
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C18 H16 O2'
_chemical_formula_sum            'C18 H16 O2'
_chemical_formula_weight         264.31
_chemical_name_common            'Isopropyl anthracene-9-carboxylate'
_chemical_name_systematic
;
?
;
_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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 116.75(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.919(2)
_cell_length_b                   8.734(2)
_cell_length_c                   18.506(3)
_cell_measurement_reflns_used    9176
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.02
_cell_measurement_theta_min      2.46
_cell_volume                     1431.6(6)
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius, 2006)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_sigmaI/netI    0.0594
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9990
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.46
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.032
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2510
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.1260
_refine_ls_R_factor_gt           0.0615
_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)+(0.0790P)²+0.1153P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1538
_refine_ls_wR_factor_ref         0.1757
_reflns_number_gt                1359
_reflns_number_total             2526
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ce00739k.txt
_cod_data_source_block           (4c)
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7206087
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_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
O1 O 0.1935(3) 0.6655(3) 0.34150(17) 0.1684(15) Uani 1 1 d . . .
O2 O 0.10874(18) 0.47116(19) 0.26016(11) 0.0734(6) Uani 1 1 d . . .
C1 C 0.3206(3) 0.4273(3) 0.38175(15) 0.0591(7) Uani 1 1 d . . .
C2 C 0.4430(3) 0.3888(3) 0.36745(16) 0.0599(7) Uani 1 1 d . . .
C3 C 0.4652(3) 0.4525(3) 0.30284(18) 0.0779(8) Uani 1 1 d . . .
H3 H 0.3955 0.5222 0.2679 0.094 Uiso 1 1 calc R . .
C4 C 0.5860(4) 0.4134(4) 0.2915(2) 0.0965(11) Uani 1 1 d . . .
H4 H 0.5990 0.4571 0.2492 0.116 Uiso 1 1 calc R . .
C5 C 0.6922(4) 0.3070(4) 0.3430(2) 0.0958(11) Uani 1 1 d . . .
H5 H 0.7738 0.2798 0.3339 0.115 Uiso 1 1 calc R . .
C6 C 0.6771(3) 0.2441(4) 0.4054(2) 0.0846(9) Uani 1 1 d . . .
H6 H 0.7493 0.1751 0.4393 0.102 Uiso 1 1 calc R . .
C7 C 0.5526(3) 0.2820(3) 0.41975(17) 0.0633(7) Uani 1 1 d . . .
C8 C 0.5353(3) 0.2210(3) 0.48392(18) 0.0710(8) Uani 1 1 d . . .
H8 H 0.6070 0.1518 0.5179 0.085 Uiso 1 1 calc R . .
C9 C 0.4155(3) 0.2586(3) 0.49984(16) 0.0642(7) Uani 1 1 d . . .
C10 C 0.3987(4) 0.1969(4) 0.56654(18) 0.0844(9) Uani 1 1 d . . .
H10 H 0.4701 0.1277 0.6009 0.101 Uiso 1 1 calc R . .
C11 C 0.2827(5) 0.2360(5) 0.5809(2) 0.0996(11) Uani 1 1 d . . .
H11 H 0.2753 0.1954 0.6255 0.120 Uiso 1 1 calc R . .
C12 C 0.1708(4) 0.3392(4) 0.5285(3) 0.0985(11) Uani 1 1 d . . .
H12 H 0.0891 0.3641 0.5381 0.118 Uiso 1 1 calc R . .
C13 C 0.1824(3) 0.4013(4) 0.4647(2) 0.0827(9) Uani 1 1 d . . .
H13 H 0.1084 0.4692 0.4312 0.099 Uiso 1 1 calc R . .
C14 C 0.3041(3) 0.3661(3) 0.44722(17) 0.0626(7) Uani 1 1 d . . .
C15 C 0.2039(3) 0.5361(3) 0.32679(17) 0.0728(8) Uani 1 1 d . . .
C16 C -0.0150(3) 0.5628(3) 0.19885(18) 0.0699(8) Uani 1 1 d . . .
H16 H 0.0160 0.6703 0.2030 0.084 Uiso 1 1 calc R . .
C17 C -0.0390(3) 0.4998(4) 0.11908(18) 0.0921(10) Uani 1 1 d . . .
H17A H 0.0528 0.5083 0.1139 0.138 Uiso 1 1 calc R . .
H17B H -0.1176 0.5563 0.0764 0.138 Uiso 1 1 calc R . .
H17C H -0.0677 0.3940 0.1156 0.138 Uiso 1 1 calc R . .
C18 C -0.1498(3) 0.5495(3) 0.21439(19) 0.0875(10) Uani 1 1 d . . .
H18A H -0.1766 0.4436 0.2132 0.131 Uiso 1 1 calc R . .
H18B H -0.2329 0.6044 0.1734 0.131 Uiso 1 1 calc R . .
H18C H -0.1266 0.5919 0.2665 0.131 Uiso 1 1 calc R . .
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'
O O 0.0106 0.0060 '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'
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
C15 O2 C16 119.4(2) . . ?
C2 C1 C14 121.5(2) . . ?
C2 C1 C15 120.0(3) . . ?
C14 C1 C15 118.5(2) . . ?
C1 C2 C3 122.8(3) . . ?
C1 C2 C7 119.4(3) . . ?
C3 C2 C7 117.8(3) . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 120.5(3) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 120.9(3) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C7 120.6(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C8 C7 C6 121.9(3) . . ?
C8 C7 C2 118.9(3) . . ?
C6 C7 C2 119.2(3) . . ?
C7 C8 C9 122.8(3) . . ?
C7 C8 H8 118.6 . . ?
C9 C8 H8 118.6 . . ?
C8 C9 C10 122.7(3) . . ?
C8 C9 C14 118.7(3) . . ?
C10 C9 C14 118.6(3) . . ?
C11 C10 C9 121.5(3) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C10 C11 C12 120.3(3) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 121.9(3) . . ?
C12 C13 H13 119.0 . . ?
C14 C13 H13 119.0 . . ?
C1 C14 C13 123.9(3) . . ?
C1 C14 C9 118.7(2) . . ?
C13 C14 C9 117.4(3) . . ?
O1 C15 O2 122.5(3) . . ?
O1 C15 C1 125.2(3) . . ?
O2 C15 C1 112.3(2) . . ?
O2 C16 C17 105.5(2) . . ?
O2 C16 C18 108.4(2) . . ?
C17 C16 C18 113.8(2) . . ?
O2 C16 H16 109.6 . . ?
C17 C16 H16 109.6 . . ?
C18 C16 H16 109.6 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
O1 C15 1.178(3) . ?
O2 C15 1.298(3) . ?
O2 C16 1.477(3) . ?
C1 C2 1.395(3) . ?
C1 C14 1.400(4) . ?
C1 C15 1.489(3) . ?
C2 C3 1.423(4) . ?
C2 C7 1.428(4) . ?
C3 C4 1.350(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.406(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.346(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.415(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.381(4) . ?
C8 C9 1.386(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.424(4) . ?
C9 C14 1.443(4) . ?
C10 C11 1.337(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.420(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.352(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.416(4) . ?
C13 H13 0.9300 . ?
C16 C17 1.491(4) . ?
C16 C18 1.494(3) . ?
C16 H16 0.9800 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 27743247
