#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/34/7203490.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_7203490
loop_
_publ_author_name
'Ilona Turowska-Tyrk'
'Julia Bąkowicz'
'John R. Scheffer'
'Wujiong Xia'
_publ_section_title
;
 Monitoring reaction centers and molecules during an enantioselective
 photoreaction in a crystal
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              616
_journal_paper_doi               10.1039/b607425a
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C23 H31 N O3'
_chemical_formula_weight         369.49
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   geom
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.0884(16)
_cell_length_b                   17.675(4)
_cell_length_c                   19.404(4)
_cell_measurement_reflns_used    1000
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      3
_cell_volume                     2088.1(8)
_computing_cell_refinement       'CRYSALIS (Oxford Diffraction, 2003)'
_computing_data_collection       'CRYSALIS (Oxford Diffraction, 2003)'
_computing_data_reduction        'CRYSALIS (Oxford Diffraction, 2003)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  'SXELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Kuma KM4CCD'
_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  0.0426
_diffrn_reflns_av_sigmaI/netI    0.0318
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11199
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.35
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.9773
_exptl_absorpt_correction_T_min  0.9482
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.123
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
The absolute configuration was assigned to agree with that from
Xia W. et al., 2005
;
_refine_ls_extinction_coef       0.028(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         3661
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0404
_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)+(0.0458P)²+0.2337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.1007
_reflns_number_gt                3008
_reflns_number_total             3661
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B607425A.txt
_cod_data_source_block           0.0%P
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 
;
_cod_database_code               7203490
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'
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
C1R C 0.8269(4) 0.97321(14) 0.48728(11) 0.0560(6) Uani 1 1 d . . .
C2R C 1.0466(5) 0.9341(2) 0.48412(15) 0.0758(8) Uani 1 1 d . . .
C3R C 1.0130(5) 0.8655(2) 0.46137(16) 0.0852(9) Uani 1 1 d . . .
C4R C 0.7717(4) 0.85605(13) 0.44875(13) 0.0644(7) Uani 1 1 d . . .
C5R C 0.6639(7) 0.85518(19) 0.52065(14) 0.0791(8) Uani 1 1 d . . .
C6R C 0.7022(5) 0.93573(17) 0.54667(13) 0.0701(7) Uani 1 1 d . . .
C7R C 0.7100(4) 0.93672(11) 0.42554(10) 0.0480(5) Uani 1 1 d . . .
C8R C 0.7913(4) 0.95903(12) 0.35609(11) 0.0525(5) Uani 1 1 d . . .
C9R C 0.6859(3) 0.92715(11) 0.29312(10) 0.0427(5) Uani 1 1 d . . .
C10R C 0.7979(4) 0.93130(12) 0.23098(11) 0.0479(5) Uani 1 1 d . . .
C11R C 0.7077(4) 0.90203(12) 0.17152(11) 0.0460(5) Uani 1 1 d . . .
C12R C 0.5007(3) 0.87012(10) 0.17228(10) 0.0408(4) Uani 1 1 d . . .
C13R C 0.3868(4) 0.86738(13) 0.23402(11) 0.0485(5) Uani 1 1 d . . .
C14R C 0.4776(4) 0.89491(13) 0.29392(11) 0.0494(5) Uani 1 1 d . . .
C15R C 0.4023(4) 0.83690(12) 0.10803(11) 0.0464(5) Uani 1 1 d . . .
C16R C 0.7766(4) 0.65502(12) 0.10324(10) 0.0475(5) Uani 1 1 d . . .
C17R C 0.7306(3) 0.67365(12) 0.17864(10) 0.0470(5) Uani 1 1 d . . .
C18R C 0.9404(5) 0.69035(19) 0.21820(12) 0.0651(7) Uani 1 1 d . . .
C19R C 0.8942(6) 0.7090(2) 0.29365(12) 0.0801(9) Uani 1 1 d . . .
C20R C 0.7702(7) 0.6457(2) 0.32781(15) 0.0936(10) Uani 1 1 d . . .
C21R C 0.5622(7) 0.6281(3) 0.28898(15) 0.1006(12) Uani 1 1 d . . .
C22R C 0.6069(5) 0.60980(19) 0.21371(14) 0.0725(8) Uani 1 1 d . . .
C23R C 0.5753(6) 0.6297(2) 0.06258(15) 0.0756(8) Uani 1 1 d . . .
O1R O 0.9428(4) 1.00336(12) 0.34954(9) 0.0952(7) Uani 1 1 d . . .
O2R O 0.2068(3) 0.81778(11) 0.10938(8) 0.0731(5) Uani 1 1 d . . .
O3R O 0.5275(2) 0.82976(9) 0.05645(7) 0.0537(4) Uani 1 1 d . . .
N1R N 0.8675(3) 0.72269(10) 0.06665(9) 0.0419(4) Uani 1 1 d . . .
H1R H 0.842(4) 1.0287(15) 0.4908(12) 0.070(7) Uiso 1 1 d . . .
H2R H 1.174(6) 0.9594(19) 0.5034(15) 0.105(10) Uiso 1 1 d . . .
H3R H 1.129(6) 0.824(2) 0.4592(19) 0.120(11) Uiso 1 1 d . . .
H4R H 0.720(4) 0.8157(16) 0.4174(14) 0.086(8) Uiso 1 1 d . . .
H5R1 H 0.508(6) 0.8437(17) 0.5158(16) 0.095(10) Uiso 1 1 d . . .
H5R2 H 0.734(5) 0.8194(17) 0.5456(15) 0.088(9) Uiso 1 1 d . . .
H6R1 H 0.782(5) 0.9369(15) 0.5879(15) 0.084(8) Uiso 1 1 d . . .
H6R2 H 0.558(5) 0.9639(17) 0.5557(15) 0.091(9) Uiso 1 1 d . . .
H7R H 0.545(4) 0.9426(13) 0.4296(12) 0.062(6) Uiso 1 1 d . . .
H10R H 0.953(4) 0.9535(12) 0.2282(11) 0.058(6) Uiso 1 1 d . . .
H11R H 0.786(3) 0.9043(11) 0.1303(10) 0.045(5) Uiso 1 1 d . . .
H13R H 0.239(4) 0.8438(13) 0.2341(12) 0.071(7) Uiso 1 1 d . . .
H14R H 0.399(4) 0.8915(13) 0.3359(12) 0.060(7) Uiso 1 1 d . . .
H16R H 0.894(4) 0.6144(14) 0.1021(12) 0.065(7) Uiso 1 1 d . . .
H17R H 0.647(4) 0.7221(14) 0.1816(12) 0.065(7) Uiso 1 1 d . . .
H18A H 1.022(5) 0.732(2) 0.1959(16) 0.106(11) Uiso 1 1 d . . .
H18B H 1.032(5) 0.6392(17) 0.2150(13) 0.077(8) Uiso 1 1 d . . .
H19A H 1.033(6) 0.7187(19) 0.3163(17) 0.104(11) Uiso 1 1 d . . .
H19B H 0.809(5) 0.7589(17) 0.2984(14) 0.088(9) Uiso 1 1 d . . .
H20A H 0.863(7) 0.601(2) 0.3263(19) 0.126(14) Uiso 1 1 d . . .
H20B H 0.741(5) 0.6581(17) 0.3758(18) 0.106(10) Uiso 1 1 d . . .
H21A H 0.463(7) 0.674(2) 0.296(2) 0.137(16) Uiso 1 1 d . . .
H21B H 0.499(5) 0.5837(19) 0.3126(16) 0.099(10) Uiso 1 1 d . . .
H22A H 0.703(5) 0.5619(19) 0.2076(15) 0.098(10) Uiso 1 1 d . . .
H22B H 0.465(6) 0.5998(18) 0.1894(15) 0.103(10) Uiso 1 1 d . . .
H23A H 0.614(5) 0.6281(16) 0.0123(16) 0.090(9) Uiso 1 1 d . . .
H23B H 0.456(6) 0.665(2) 0.0718(18) 0.109(12) Uiso 1 1 d . . .
H23C H 0.543(5) 0.579(2) 0.0797(16) 0.104(10) Uiso 1 1 d . . .
H1R1 H 0.916(4) 0.7066(13) 0.0200(13) 0.065(7) Uiso 1 1 d . . .
H1R2 H 0.993(4) 0.7476(14) 0.0913(13) 0.075(8) Uiso 1 1 d . . .
H1R3 H 0.763(4) 0.7609(13) 0.0650(11) 0.050(6) Uiso 1 1 d . . .
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'
N N 0.0061 0.0033 '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
C2R C1R C6R 105.8(2) . . ?
C2R C1R C7R 100.8(2) . . ?
C6R C1R C7R 100.12(19) . . ?
C3R C2R C1R 107.5(3) . . ?
C2R C3R C4R 108.2(3) . . ?
C3R C4R C5R 105.7(2) . . ?
C3R C4R C7R 100.6(2) . . ?
C5R C4R C7R 99.8(2) . . ?
C6R C5R C4R 103.0(2) . . ?
C5R C6R C1R 103.3(2) . . ?
C8R C7R C1R 116.16(19) . . ?
C8R C7R C4R 115.37(18) . . ?
C1R C7R C4R 92.72(18) . . ?
O1R C8R C7R 121.13(19) . . ?
O1R C8R C9R 118.94(19) . . ?
C7R C8R C9R 119.92(18) . . ?
C10R C9R C14R 118.66(19) . . ?
C10R C9R C8R 118.76(18) . . ?
C14R C9R C8R 122.56(19) . . ?
C11R C10R C9R 120.80(18) . . ?
C10R C11R C12R 120.5(2) . . ?
C11R C12R C13R 118.73(18) . . ?
C11R C12R C15R 120.98(18) . . ?
C13R C12R C15R 120.28(16) . . ?
C14R C13R C12R 121.13(19) . . ?
C13R C14R C9R 120.1(2) . . ?
O2R C15R O3R 124.70(19) . . ?
O2R C15R C12R 118.21(19) . . ?
O3R C15R C12R 117.08(17) . . ?
N1R C16R C23R 106.64(19) . . ?
N1R C16R C17R 110.51(16) . . ?
C23R C16R C17R 114.3(2) . . ?
C22R C17R C18R 109.6(2) . . ?
C22R C17R C16R 111.14(19) . . ?
C18R C17R C16R 111.85(19) . . ?
C17R C18R C19R 111.8(2) . . ?
C20R C19R C18R 110.8(3) . . ?
C19R C20R C21R 110.8(3) . . ?
C20R C21R C22R 112.0(3) . . ?
C17R C22R C21R 111.2(3) . . ?
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
C1R C2R 1.507(4) . ?
C1R C6R 1.531(4) . ?
C1R C7R 1.536(3) . ?
C2R C3R 1.306(4) . ?
C3R C4R 1.499(4) . ?
C4R C5R 1.542(4) . ?
C4R C7R 1.542(3) . ?
C5R C6R 1.528(4) . ?
C7R C8R 1.489(3) . ?
C8R O1R 1.217(3) . ?
C8R C9R 1.491(3) . ?
C9R C10R 1.387(3) . ?
C9R C14R 1.391(3) . ?
C10R C11R 1.379(3) . ?
C11R C12R 1.381(3) . ?
C12R C13R 1.385(3) . ?
C12R C15R 1.503(3) . ?
C13R C14R 1.376(3) . ?
C15R O2R 1.237(3) . ?
C15R O3R 1.264(3) . ?
C16R N1R 1.497(3) . ?
C16R C23R 1.525(3) . ?
C16R C17R 1.526(3) . ?
C17R C22R 1.518(3) . ?
C17R C18R 1.519(3) . ?
C18R C19R 1.527(4) . ?
C19R C20R 1.503(5) . ?
C20R C21R 1.506(5) . ?
C21R C22R 1.521(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195156
