#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:09:08 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180492 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/61/7216159.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_7216159
loop_
_publ_author_name
'Bąkowicz, Julia'
'Turowska-Tyrk, Ilona'
_publ_section_title
;
 Structural transformations in crystals induced by radiation and pressure.
 Part 1. How pressure influences the intramolecular photochemical
 reactions in crystals
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/c4ce00320a
_journal_year                    2014
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.3379(16)
_cell_length_b                   12.2853(17)
_cell_length_c                   15.4065(16)
_cell_measurement_pressure       1270000
_cell_measurement_reflns_used    2438
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      22.41
_cell_measurement_theta_min      3.44
_cell_volume                     2524.5(5)
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_pressure         1270000
_diffrn_ambient_temperature      299(2)
_diffrn_detector_area_resol_mean 15.9718
_diffrn_measured_fraction_theta_full 0.726
_diffrn_measured_fraction_theta_max 0.726
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω 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  0.1006
_diffrn_reflns_av_sigmaI/netI    0.0761
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13363
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.48
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.0093(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         1619
_refine_ls_number_restraints     136
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.1706
_refine_ls_R_factor_gt           0.0879
_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)+(0.0587P)²+8.3414P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1843
_refine_ls_wR_factor_ref         0.2351
_reflns_number_gt                848
_reflns_number_total             1619
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00320a1.cif
_cod_data_source_block           20.5%P_1.27GPa
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'P bca'
_cod_database_code               7216159
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
O1R O 0.0590(4) 0.1778(6) 0.4531(5) 0.052(2) Uani 0.795(10) 1 d PDU A 1
C1R C 0.2319(5) 0.2917(7) 0.4986(5) 0.052(2) Uiso 0.795(10) 1 d PDU A 1
H1R H 0.2194 0.2261 0.5268 0.062 Uiso 0.795(10) 1 calc PR A 1
C2R C 0.3192(6) 0.3481(7) 0.5150(5) 0.050(3) Uiso 0.795(10) 1 d PD A 1
H2R H 0.3663 0.3200 0.5535 0.060 Uiso 0.795(10) 1 calc PR A 1
C3R C 0.3366(6) 0.4461(7) 0.4745(6) 0.053(2) Uiso 0.795(10) 1 d PDU A 1
H3R H 0.3956 0.4837 0.4859 0.063 Uiso 0.795(10) 1 calc PR A 1
C4R C 0.2680(6) 0.4896(8) 0.4172(6) 0.050(3) Uiso 0.795(10) 1 d PD A 1
H4R H 0.2797 0.5564 0.3907 0.060 Uiso 0.795(10) 1 calc PR A 1
C5R C 0.1810(6) 0.4314(7) 0.4000(6) 0.047(4) Uiso 0.795(10) 1 d PD A 1
H5R H 0.1343 0.4593 0.3611 0.056 Uiso 0.795(10) 1 calc PR A 1
C6R C 0.1627(5) 0.3326(6) 0.4400(5) 0.041(2) Uiso 0.795(10) 1 d PDU A 1
C7R C 0.0708(5) 0.2675(6) 0.4211(5) 0.047(2) Uiso 0.795(10) 1 d PDU A 1
C8R C -0.0130(6) 0.3209(7) 0.3721(5) 0.040(3) Uiso 0.795(10) 1 d PDU A 1
C9R C -0.0662(8) 0.4004(8) 0.4173(6) 0.039(4) Uiso 0.795(10) 1 d PD A 1
H9R H -0.0427 0.4226 0.4714 0.047 Uiso 0.795(10) 1 calc PR A 1
C10R C -0.1519(7) 0.4470(8) 0.3852(6) 0.049(2) Uiso 0.795(10) 1 d PDU A 1
H10R H -0.1866 0.4990 0.4172 0.058 Uiso 0.795(10) 1 calc PR A 1
C11R C -0.1857(6) 0.4158(7) 0.3048(6) 0.050(3) Uiso 0.795(10) 1 d PDU A 1
H11R H -0.2421 0.4487 0.2809 0.060 Uiso 0.795(10) 1 calc PR A 1
C12R C -0.1355(7) 0.3349(8) 0.2595(6) 0.052(3) Uiso 0.795(10) 1 d PDU A 1
H12R H -0.1589 0.3152 0.2048 0.063 Uiso 0.795(10) 1 calc PR A 1
C13R C -0.0516(6) 0.2819(8) 0.2924(5) 0.042(3) Uiso 0.795(10) 1 d PDU A 1
C14R C 0.0017(5) 0.1936(6) 0.2399(4) 0.045(3) Uani 0.795(10) 1 d PDU A 1
C15R C -0.0309(8) 0.1961(8) 0.1442(4) 0.074(3) Uani 0.795(10) 1 d PDU A 1
H15A H 0.0031 0.1395 0.1129 0.111 Uiso 0.795(10) 1 calc PR A 1
H15B H -0.0140 0.2655 0.1194 0.111 Uiso 0.795(10) 1 calc PR A 1
H15C H -0.1020 0.1850 0.1404 0.111 Uiso 0.795(10) 1 calc PR A 1
C16R C -0.0282(8) 0.0816(6) 0.2759(6) 0.060(3) Uani 0.795(10) 1 d PDU A 1
H16A H -0.0076 0.0762 0.3355 0.090 Uiso 0.795(10) 1 calc PR A 1
H16B H 0.0040 0.0255 0.2426 0.090 Uiso 0.795(10) 1 calc PR A 1
H16C H -0.0996 0.0731 0.2723 0.090 Uiso 0.795(10) 1 calc PR A 1
C17R C 0.1150(5) 0.2094(6) 0.2398(6) 0.068(3) Uani 0.795(10) 1 d PDU A 1
H17A H 0.1392 0.2093 0.2985 0.102 Uiso 0.795(10) 1 calc PR A 1
H17B H 0.1310 0.2776 0.2128 0.102 Uiso 0.795(10) 1 calc PR A 1
H17C H 0.1460 0.1512 0.2081 0.102 Uiso 0.795(10) 1 calc PR A 1
O1P O 0.0565(5) 0.1571(6) 0.4363(6) 0.045(10) Uiso 0.205(10) 1 d PRDU A 2
C1P C 0.2215(5) 0.2677(6) 0.4884(6) 0.056(8) Uiso 0.205(10) 1 d PRDU A 2
H1P H 0.2095 0.1962 0.5053 0.068 Uiso 0.205(10) 1 calc PR A 2
C2P C 0.295(2) 0.330(2) 0.5309(18) 0.056(12) Uiso 0.205(10) 1 d PD A 2
H2P H 0.3176 0.3094 0.5857 0.068 Uiso 0.205(10) 1 calc PR A 2
C3P C 0.333(2) 0.420(2) 0.491(2) 0.044(7) Uiso 0.205(10) 1 d PDU A 2
H3P H 0.3919 0.4519 0.5110 0.053 Uiso 0.205(10) 1 calc PR A 2
C4P C 0.283(2) 0.463(2) 0.421(2) 0.050(13) Uiso 0.205(10) 1 d PD A 2
H4P H 0.3076 0.5253 0.3937 0.060 Uiso 0.205(10) 1 calc PR A 2
C5P C 0.197(2) 0.4136(18) 0.3916(19) 0.042(14) Uiso 0.205(10) 1 d PD A 2
H5P H 0.1575 0.4490 0.3505 0.050 Uiso 0.205(10) 1 calc PR A 2
C6P C 0.1673(15) 0.3130(14) 0.4217(14) 0.040(7) Uiso 0.205(10) 1 d PDU A 2
C7P C 0.0811(10) 0.2513(10) 0.3834(9) 0.041(7) Uiso 0.205(10) 1 d PDU A 2
C8P C -0.0119(17) 0.3190(19) 0.3692(14) 0.039(8) Uiso 0.205(10) 1 d PDU A 2
C9P C -0.047(2) 0.403(3) 0.4208(19) 0.039(15) Uiso 0.205(10) 1 d PD A 2
H9P H -0.0116 0.4254 0.4698 0.047 Uiso 0.205(10) 1 calc PR A 2
C10P C -0.135(2) 0.453(3) 0.397(2) 0.043(7) Uiso 0.205(10) 1 d PDU A 2
H10P H -0.1576 0.5143 0.4271 0.052 Uiso 0.205(10) 1 calc PR A 2
C11P C -0.1916(17) 0.412(3) 0.329(2) 0.043(7) Uiso 0.205(10) 1 d PDU A 2
H11P H -0.2572 0.4353 0.3209 0.052 Uiso 0.205(10) 1 calc PR A 2
C12P C -0.1506(18) 0.336(3) 0.273(2) 0.045(8) Uiso 0.205(10) 1 d PDU A 2
H12P H -0.1870 0.3106 0.2252 0.054 Uiso 0.205(10) 1 calc PR A 2
C13P C -0.0540(18) 0.299(3) 0.2883(14) 0.036(7) Uiso 0.205(10) 1 d PDU A 2
C14P C 0.0018(14) 0.2098(19) 0.2411(11) 0.044(9) Uiso 0.205(10) 1 d PDU A 2
C15P C 0.020(3) 0.238(3) 0.1456(12) 0.083(13) Uiso 0.205(10) 1 d PDU A 2
H15D H 0.0557 0.1794 0.1182 0.124 Uiso 0.205(10) 1 calc PR A 2
H15E H 0.0578 0.3036 0.1415 0.124 Uiso 0.205(10) 1 calc PR A 2
H15F H -0.0438 0.2473 0.1169 0.124 Uiso 0.205(10) 1 calc PR A 2
C16P C -0.056(3) 0.102(3) 0.249(3) 0.079(15) Uiso 0.205(10) 1 d PDU A 2
H16D H -0.0480 0.0737 0.3068 0.119 Uiso 0.205(10) 1 calc PR A 2
H16E H -0.0302 0.0508 0.2079 0.119 Uiso 0.205(10) 1 calc PR A 2
H16F H -0.1258 0.1148 0.2379 0.119 Uiso 0.205(10) 1 calc PR A 2
C17P C 0.1013(12) 0.205(2) 0.2920(10) 0.060(11) Uiso 0.205(10) 1 d PDU A 2
H17D H 0.1251 0.1310 0.2959 0.072 Uiso 0.205(10) 1 calc PR A 2
H17E H 0.1520 0.2487 0.2628 0.072 Uiso 0.205(10) 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
C2R C1R C6R 120.0(6)
C2R C1R H1R 120.0
C6R C1R H1R 120.0
C3R C2R C1R 119.9(7)
C3R C2R H2R 120.1
C1R C2R H2R 120.1
C2R C3R C4R 121.2(7)
C2R C3R H3R 119.4
C4R C3R H3R 119.4
C3R C4R C5R 118.5(7)
C3R C4R H4R 120.7
C5R C4R H4R 120.7
C6R C5R C4R 120.9(7)
C6R C5R H5R 119.5
C4R C5R H5R 119.5
C5R C6R C1R 119.5(6)
C5R C6R C7R 121.9(6)
C1R C6R C7R 118.6(6)
O1R C7R C6R 120.9(6)
O1R C7R C8R 120.2(6)
C6R C7R C8R 118.4(6)
C9R C8R C13R 119.1(6)
C9R C8R C7R 115.7(6)
C13R C8R C7R 124.0(6)
C10R C9R C8R 122.4(7)
C10R C9R H9R 118.8
C8R C9R H9R 118.8
C11R C10R C9R 118.9(7)
C11R C10R H10R 120.6
C9R C10R H10R 120.6
C10R C11R C12R 119.7(7)
C10R C11R H11R 120.1
C12R C11R H11R 120.1
C11R C12R C13R 122.7(7)
C11R C12R H12R 118.6
C13R C12R H12R 118.6
C12R C13R C8R 116.8(6)
C12R C13R C14R 120.9(6)
C8R C13R C14R 122.1(5)
C17R C14R C13R 111.7(6)
C17R C14R C16R 111.8(6)
C13R C14R C16R 108.9(6)
C17R C14R C15R 106.0(6)
C13R C14R C15R 111.2(6)
C16R C14R C15R 107.0(6)
C14R C15R H15A 109.5
C14R C15R H15B 109.5
H15A C15R H15B 109.5
C14R C15R H15C 109.5
H15A C15R H15C 109.5
H15B C15R H15C 109.5
C14R C16R H16A 109.5
C14R C16R H16B 109.5
H16A C16R H16B 109.5
C14R C16R H16C 109.5
H16A C16R H16C 109.5
H16B C16R H16C 109.5
C14R C17R H17A 109.5
C14R C17R H17B 109.5
H17A C17R H17B 109.5
C14R C17R H17C 109.5
H17A C17R H17C 109.5
H17B C17R H17C 109.5
C6P C1P C2P 119.8(10)
C6P C1P H1P 120.1
C2P C1P H1P 120.1
C3P C2P C1P 119.3(12)
C3P C2P H2P 120.4
C1P C2P H2P 120.4
C2P C3P C4P 119.2(12)
C2P C3P H3P 120.4
C4P C3P H3P 120.4
C3P C4P C5P 119.4(12)
C3P C4P H4P 120.3
C5P C4P H4P 120.3
C6P C5P C4P 121.5(12)
C6P C5P H5P 119.2
C4P C5P H5P 119.2
C1P C6P C5P 117.8(9)
C1P C6P C7P 119.5(9)
C5P C6P C7P 122.7(10)
O1P C7P C6P 110.8(8)
O1P C7P C8P 109.5(13)
C6P C7P C8P 114.1(11)
O1P C7P C17P 105.2(10)
C6P C7P C17P 114.2(12)
C8P C7P C17P 102.3(8)
C9P C8P C13P 120.7(10)
C9P C8P C7P 127.2(11)
C13P C8P C7P 111.4(8)
C10P C9P C8P 117.9(12)
C10P C9P H9P 121.0
C8P C9P H9P 121.0
C9P C10P C11P 120.0(12)
C9P C10P H10P 120.0
C11P C10P H10P 120.0
C12P C11P C10P 120.5(12)
C12P C11P H11P 119.7
C10P C11P H11P 119.7
C11P C12P C13P 118.4(12)
C11P C12P H12P 120.8
C13P C12P H12P 120.8
C12P C13P C8P 118.4(11)
C12P C13P C14P 127.6(12)
C8P C13P C14P 111.1(9)
C13P C14P C15P 112.1(12)
C13P C14P C16P 109.8(12)
C15P C14P C16P 110.4(12)
C13P C14P C17P 101.8(8)
C15P C14P C17P 111.3(12)
C16P C14P C17P 111.2(12)
C14P C15P H15D 109.5
C14P C15P H15E 109.5
H15D C15P H15E 109.5
C14P C15P H15F 109.5
H15D C15P H15F 109.5
H15E C15P H15F 109.5
C14P C16P H16D 109.5
C14P C16P H16E 109.5
H16D C16P H16E 109.5
C14P C16P H16F 109.5
H16D C16P H16F 109.5
H16E C16P H16F 109.5
C7P C17P C14P 107.5(8)
C7P C17P H17D 110.2
C14P C17P H17D 110.2
C7P C17P H17E 110.2
C14P C17P H17E 110.2
H17D C17P H17E 108.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1R C7R 1.217(6)
C1R C2R 1.379(7)
C1R C6R 1.385(7)
C1R H1R 0.9300
C2R C3R 1.376(8)
C2R H2R 0.9300
C3R C4R 1.379(7)
C3R H3R 0.9300
C4R C5R 1.388(7)
C4R H4R 0.9300
C5R C6R 1.382(7)
C5R H5R 0.9300
C6R C7R 1.493(7)
C7R C8R 1.500(6)
C8R C9R 1.394(7)
C8R C13R 1.415(6)
C9R C10R 1.372(7)
C9R H9R 0.9300
C10R C11R 1.372(7)
C10R H10R 0.9300
C11R C12R 1.388(7)
C11R H11R 0.9300
C12R C13R 1.390(7)
C12R H12R 0.9300
C13R C14R 1.529(7)
C14R C17R 1.524(7)
C14R C16R 1.536(7)
C14R C15R 1.537(7)
C15R H15A 0.9600
C15R H15B 0.9600
C15R H15C 0.9600
C16R H16A 0.9600
C16R H16B 0.9600
C16R H16C 0.9600
C17R H17A 0.9600
C17R H17B 0.9600
C17R H17C 0.9600
O1P C7P 1.452(9)
C1P C6P 1.375(9)
C1P C2P 1.402(9)
C1P H1P 0.9300
C2P C3P 1.368(9)
C2P H2P 0.9300
C3P C4P 1.372(9)
C3P H3P 0.9300
C4P C5P 1.382(9)
C4P H4P 0.9300
C5P C6P 1.377(9)
C5P H5P 0.9300
C6P C7P 1.500(8)
C7P C8P 1.509(8)
C7P C17P 1.540(9)
C8P C9P 1.385(9)
C8P C13P 1.389(9)
C9P C10P 1.381(9)
C9P H9P 0.9300
C10P C11P 1.387(9)
C10P H10P 0.9300
C11P C12P 1.386(9)
C11P H11P 0.9300
C12P C13P 1.388(9)
C12P H12P 0.9300
C13P C14P 1.512(9)
C14P C15P 1.530(9)
C14P C16P 1.534(9)
C14P C17P 1.542(9)
C15P H15D 0.9600
C15P H15E 0.9600
C15P H15F 0.9600
C16P H16D 0.9600
C16P H16E 0.9600
C16P H16F 0.9600
C17P H17D 0.9700
C17P H17E 0.9700
