#------------------------------------------------------------------------------
#$Date: 2015-12-09 15:10:51 +0200 (Wed, 09 Dec 2015) $
#$Revision: 171090 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/20/7222028.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_7222028
loop_
_publ_author_name
'Konieczny, K.'
'Bąkowicz, J.'
'Turowska-Tyrk, I.'
_publ_section_title
;
 Structural transformations in crystals induced by radiation and pressure.
 Part 2. The path of a photochemical intramolecular reaction in crystals
 at different pressures
;
_journal_issue                   40
_journal_name_full               CrystEngComm
_journal_page_first              7693
_journal_paper_doi               10.1039/C5CE01238D
_journal_volume                  17
_journal_year                    2015
_chemical_formula_sum            'C30 H37 N O3'
_chemical_formula_weight         459.60
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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-2014/7
_audit_update_record
;
2015-06-25 deposited with the CCDC.
2015-09-03 downloaded from the CCDC.
;
_cell_angle_alpha                89.456(12)
_cell_angle_beta                 84.079(12)
_cell_angle_gamma                76.113(6)
_cell_formula_units_Z            2
_cell_length_a                   6.0695(4)
_cell_length_b                   8.3911(7)
_cell_length_c                   26.115(6)
_cell_measurement_pressure       300000
_cell_measurement_reflns_used    683
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      21.32
_cell_measurement_theta_min      6.76
_cell_volume                     1284.1(3)
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2014)'
_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2014)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2014)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_diffrn_ambient_pressure         300000
_diffrn_ambient_temperature      299(2)
_diffrn_detector_area_resol_mean 15.9718
_diffrn_measured_fraction_theta_full 0.301
_diffrn_measured_fraction_theta_max 0.301
_diffrn_measurement_device_type  'KM4 with Eos CCD'
_diffrn_measurement_method       '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  0.1366
_diffrn_reflns_av_unetI/netI     0.1295
_diffrn_reflns_laue_measured_fraction_full 0.301
_diffrn_reflns_laue_measured_fraction_max 0.301
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5511
_diffrn_reflns_point_group_measured_fraction_full 0.301
_diffrn_reflns_point_group_measured_fraction_max 0.301
_diffrn_reflns_theta_full        24.228
_diffrn_reflns_theta_max         24.228
_diffrn_reflns_theta_min         6.755
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Scale3 AbsPack (Agilent Technologies, 2014)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.134
_refine_diff_density_rms         0.029
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         1239
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1794
_refine_ls_R_factor_gt           0.0858
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0928P)²+1.7921P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1863
_refine_ls_wR_factor_ref         0.2370
_reflns_Friedel_coverage         0.000
_reflns_number_gt                626
_reflns_number_total             1239
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5ce01238d2.cif
_cod_data_source_block           0.3GPa_0.0%P
_cod_depositor_comments
'Adding full bibliography for 7222028--7222035.cif.'
_cod_database_code               7222028
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.984
_shelx_estimated_absorpt_t_max   0.997
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
N1 N 0.7704(11) 0.3916(8) 0.5259(8) 0.090(15) Uani 1 1 d . .
H1A H 0.7474 0.4574 0.4990 0.135 Uiso 1 1 calc R U
H1B H 0.6659 0.4312 0.5520 0.135 Uiso 1 1 calc R U
H1C H 0.9089 0.3860 0.5352 0.135 Uiso 1 1 calc R U
O1 O 1.2316(10) 0.8279(9) 0.1988(7) 0.086(13) Uani 1 1 d . .
O2 O 0.5694(10) 0.4871(7) 0.4005(7) 0.092(12) Uani 1 1 d . .
O3 O 0.8440(13) 0.5576(8) 0.4371(8) 0.123(14) Uani 1 1 d . .
C6 C 0.8522(9) 0.9441(6) 0.1799(4) 0.0455(11) Uiso 1 1 d G U
C1 C 0.7972(9) 0.8717(5) 0.1363(4) 0.0455(11) Uiso 1 1 d G U
C2 C 0.6388(9) 0.9678(6) 0.1070(4) 0.0455(11) Uiso 1 1 d G U
H2 H 0.6015 0.9212 0.0780 0.055 Uiso 1 1 d G U
C3 C 0.5344(9) 1.1297(6) 0.1193(4) 0.0455(11) Uiso 1 1 d G U
C4 C 0.5931(9) 1.1972(5) 0.1629(4) 0.0455(11) Uiso 1 1 d G U
H4 H 0.5244 1.3061 0.1718 0.055 Uiso 1 1 d G U
C5 C 0.7518(10) 1.1067(7) 0.1936(4) 0.0455(11) Uiso 1 1 d G U
C7 C 1.0262(15) 0.8424(10) 0.2106(9) 0.049(3) Uiso 1 1 d . .
C8 C 0.9485(9) 0.7626(7) 0.2589(4) 0.0451(11) Uiso 1 1 d G U
C9 C 1.1117(6) 0.6673(7) 0.2875(4) 0.0451(11) Uiso 1 1 d G U
H9 H 1.2657 0.6500 0.2758 0.054 Uiso 1 1 d G U
C10 C 1.0469(8) 0.5986(7) 0.3330(4) 0.0451(11) Uiso 1 1 d G U
H10 H 1.1578 0.5377 0.3522 0.054 Uiso 1 1 d G U
C11 C 0.8177(9) 0.6192(7) 0.3504(4) 0.0451(11) Uiso 1 1 d G U
C12 C 0.6551(6) 0.7108(7) 0.3212(4) 0.0451(11) Uiso 1 1 d G U
H12 H 0.5009 0.7243 0.3322 0.054 Uiso 1 1 d G U
C13 C 0.7200(8) 0.7822(7) 0.2760(4) 0.0451(11) Uiso 1 1 d G U
H13 H 0.6092 0.8439 0.2569 0.054 Uiso 1 1 d G U
C14 C 0.7365(18) 0.5491(11) 0.3994(11) 0.048(3) Uiso 1 1 d . .
C15 C 0.9045(17) 0.6953(11) 0.1207(11) 0.052(3) Uiso 1 1 d . .
H15 H 0.9935 0.6442 0.1483 0.062 Uiso 1 1 calc R U
C16 C 1.061(2) 0.6881(12) 0.0744(13) 0.14(3) Uani 1 1 d . .
H16A H 1.1280 0.5754 0.0647 0.217 Uiso 1 1 calc R U
H16B H 0.9789 0.7422 0.0470 0.217 Uiso 1 1 calc R U
H16C H 1.1784 0.7417 0.0807 0.217 Uiso 1 1 calc R U
C17 C 0.7243(19) 0.5986(11) 0.1140(12) 0.13(2) Uani 1 1 d . .
H17A H 0.6239 0.6059 0.1453 0.196 Uiso 1 1 calc R U
H17B H 0.6378 0.6439 0.0863 0.196 Uiso 1 1 calc R U
H17C H 0.7984 0.4857 0.1063 0.196 Uiso 1 1 calc R U
C18 C 0.3697(15) 1.2342(11) 0.0865(10) 0.050(3) Uiso 1 1 d . .
H18 H 0.2998 1.3380 0.1050 0.060 Uiso 1 1 calc R U
C19 C 0.4975(17) 1.2725(12) 0.0361(12) 0.13(2) Uani 1 1 d . .
H19A H 0.3914 1.3394 0.0152 0.202 Uiso 1 1 calc R U
H19B H 0.6095 1.3302 0.0436 0.202 Uiso 1 1 calc R U
H19C H 0.5719 1.1718 0.0180 0.202 Uiso 1 1 calc R U
C20 C 0.1781(15) 1.1547(12) 0.0739(10) 0.10(2) Uani 1 1 d . .
H20A H 0.0787 1.2272 0.0528 0.143 Uiso 1 1 calc R U
H20B H 0.2433 1.0528 0.0556 0.143 Uiso 1 1 calc R U
H20C H 0.0926 1.1345 0.1052 0.143 Uiso 1 1 calc R U
C21 C 0.8138(16) 1.1862(12) 0.2417(10) 0.055(3) Uiso 1 1 d . .
H21 H 0.8994 1.0980 0.2619 0.067 Uiso 1 1 calc R U
C22 C 0.972(2) 1.2973(15) 0.2237(13) 0.12(2) Uani 1 1 d . .
H22A H 1.1010 1.2353 0.2021 0.183 Uiso 1 1 calc R U
H22B H 0.8907 1.3870 0.2048 0.183 Uiso 1 1 calc R U
H22C H 1.0240 1.3393 0.2531 0.183 Uiso 1 1 calc R U
C23 C 0.608(2) 1.2777(16) 0.2759(14) 0.14(3) Uani 1 1 d . .
H23A H 0.5129 1.2046 0.2864 0.214 Uiso 1 1 calc R U
H23B H 0.6571 1.3196 0.3057 0.214 Uiso 1 1 calc R U
H23C H 0.5239 1.3673 0.2574 0.214 Uiso 1 1 calc R U
C24 C 0.7518(17) 0.2233(12) 0.5113(11) 0.072(3) Uiso 1 1 d . .
H24A H 0.6017 0.2310 0.5004 0.087 Uiso 1 1 calc R U
H24B H 0.8636 0.1823 0.4823 0.087 Uiso 1 1 calc R U
C25 C 0.7876(11) 0.1038(8) 0.5538(5) 0.056(3) Uiso 1 1 d G .
C26 C 0.9690(11) 0.0851(8) 0.5835(6) 0.060(3) Uiso 1 1 d G .
H26 H 1.0706 0.1522 0.5779 0.072 Uiso 1 1 d G U
C27 C 1.0002(11) -0.0322(8) 0.6213(5) 0.077(3) Uiso 1 1 d G .
H27 H 1.1203 -0.0412 0.6414 0.092 Uiso 1 1 d G U
C28 C 0.8584(12) -0.1340(8) 0.6294(5) 0.078(3) Uiso 1 1 d G .
H28 H 0.8830 -0.2143 0.6544 0.093 Uiso 1 1 d G U
C29 C 0.6785(11) -0.1181(8) 0.6006(6) 0.077(3) Uiso 1 1 d G .
H29 H 0.5804 -0.1879 0.6060 0.092 Uiso 1 1 d G U
C30 C 0.6425(11) 0.0016(8) 0.5635(5) 0.073(3) Uiso 1 1 d G .
H30 H 0.5175 0.0131 0.5448 0.087 Uiso 1 1 d G U
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'
N N 0.0061 0.0033 '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
C24 N1 H1A 109.5
C24 N1 H1B 109.5
H1A N1 H1B 109.5
C24 N1 H1C 109.5
H1A N1 H1C 109.5
H1B N1 H1C 109.5
C5 C6 C1 121.3
C5 C6 C7 120.7(8)
C1 C6 C7 118.0(8)
C2 C1 C6 117.9
C2 C1 C15 119.9(10)
C6 C1 C15 122.2(10)
C3 C2 C1 122.7
C3 C2 H2 118.6
C1 C2 H2 118.7
C2 C3 C4 117.7
C2 C3 C18 122.3(9)
C4 C3 C18 119.9(9)
C3 C4 C5 122.1
C3 C4 H4 118.9
C5 C4 H4 119.0
C6 C5 C4 118.2
C6 C5 C21 121.1(5)
C4 C5 C21 120.7(5)
O1 C7 C6 121.5(14)
O1 C7 C8 119.2(12)
C6 C7 C8 119.2(8)
C13 C8 C9 118.9
C13 C8 C7 122.0(5)
C9 C8 C7 119.1(5)
C10 C9 C8 120.6
C10 C9 H9 119.7
C8 C9 H9 119.7
C9 C10 C11 120.7
C9 C10 H10 119.7
C11 C10 H10 119.7
C10 C11 C12 118.7
C10 C11 C14 123.3(6)
C12 C11 C14 118.0(6)
C13 C12 C11 120.7
C13 C12 H12 119.7
C11 C12 H12 119.6
C12 C13 C8 120.4
C12 C13 H13 119.8
C8 C13 H13 119.8
O2 C14 O3 124(2)
O2 C14 C11 119.3(19)
O3 C14 C11 116.4(10)
C16 C15 C1 110.1(9)
C16 C15 C17 112(2)
C1 C15 C17 111.9(8)
C16 C15 H15 107.7
C1 C15 H15 107.7
C17 C15 H15 107.7
C15 C16 H16A 109.5
C15 C16 H16B 109.5
H16A C16 H16B 109.5
C15 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C15 C17 H17A 109.5
C15 C17 H17B 109.5
H17A C17 H17B 109.5
C15 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C3 C18 C19 109.7(8)
C3 C18 C20 113.4(8)
C19 C18 C20 108.8(19)
C3 C18 H18 108.2
C19 C18 H18 108.2
C20 C18 H18 108.2
C18 C19 H19A 109.5
C18 C19 H19B 109.5
H19A C19 H19B 109.5
C18 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C18 C20 H20A 109.5
C18 C20 H20B 109.5
H20A C20 H20B 109.5
C18 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
C23 C21 C22 111.6(12)
C23 C21 C5 113.3(11)
C22 C21 C5 108.4(18)
C23 C21 H21 107.8
C22 C21 H21 107.8
C5 C21 H21 107.8
C21 C22 H22A 109.5
C21 C22 H22B 109.5
H22A C22 H22B 109.5
C21 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C21 C23 H23A 109.5
C21 C23 H23B 109.5
H23A C23 H23B 109.5
C21 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C25 C24 N1 113.6(17)
C25 C24 H24A 108.9
N1 C24 H24A 108.9
C25 C24 H24B 108.9
N1 C24 H24B 108.9
H24A C24 H24B 107.7
C30 C25 C26 117.4
C30 C25 C24 119.7(6)
C26 C25 C24 122.9(6)
C27 C26 C25 120.7
C27 C26 H26 119.6
C25 C26 H26 119.6
C28 C27 C26 120.8
C28 C27 H27 119.6
C26 C27 H27 119.6
C27 C28 C29 119.6
C27 C28 H28 120.2
C29 C28 H28 120.2
C28 C29 C30 120.0
C28 C29 H29 120.0
C30 C29 H29 120.0
C25 C30 C29 121.4
C25 C30 H30 119.3
C29 C30 H30 119.3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C24 1.499(15)
N1 H1A 0.8900
N1 H1B 0.8900
N1 H1C 0.8900
O1 C7 1.230(10)
O2 C14 1.244(11)
O3 C14 1.25(3)
C6 C5 1.3879
C6 C1 1.4011
C6 C7 1.489(15)
C1 C2 1.3879
C1 C15 1.509(13)
C2 C3 1.3795
C2 H2 0.9299
C3 C4 1.3912
C3 C18 1.499(17)
C4 C5 1.3945
C4 H4 0.9298
C5 C21 1.55(2)
C7 C8 1.51(2)
C8 C13 1.3835
C8 C9 1.3928
C9 C10 1.3766
C9 H9 0.9300
C10 C11 1.3885
C10 H10 0.9300
C11 C12 1.3886
C11 C14 1.49(2)
C12 C13 1.3834
C12 H12 0.9300
C13 H13 0.9300
C15 C16 1.45(3)
C15 C17 1.533(15)
C15 H15 0.9800
C16 H16A 0.9600
C16 H16B 0.9600
C16 H16C 0.9600
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C18 C19 1.53(3)
C18 C20 1.537(16)
C18 H18 0.9800
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 H20A 0.9600
C20 H20B 0.9600
C20 H20C 0.9600
C21 C23 1.51(3)
C21 C22 1.530(16)
C21 H21 0.9800
C22 H22A 0.9600
C22 H22B 0.9600
C22 H22C 0.9600
C23 H23A 0.9600
C23 H23B 0.9600
C23 H23C 0.9600
C24 C25 1.49(2)
C24 H24A 0.9700
C24 H24B 0.9700
C25 C30 1.3746
C25 C26 1.3893
C26 C27 1.3821
C26 H26 0.9299
C27 C28 1.3516
C27 H27 0.9300
C28 C29 1.3687
C28 H28 0.9302
C29 C30 1.3846
C29 H29 0.9299
C30 H30 0.9300
