# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2a
_database_code_depnum_ccdc_archive 'CCDC 2349117'
loop_
_audit_author_name
_audit_author_address
'Timothy Jenkins'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2024-04-17 deposited with the CCDC.	2024-08-15 downloaded from the CCDC.
;
#==============================================================================
_audit_creation_date             2024-04-11
_audit_creation_method           'CRYSTALS_ver_14_build_c42b451 '

_oxford_structure_analysis_title 001tjd23MJ01
_chemical_name_systematic        .
_chemical_melting_point          'not measured'
_cell_length_a                   5.6987(2)
_cell_length_b                   7.5431(3)
_cell_length_c                   35.7122(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1535.12(9)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_space_group_name_Hall  'P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x+1/2,-y,z+1/2
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C18 H20 O3 
# Dc =      1.23 Fooo =    608.00 Mu =      6.63 M =    284.36
# Found Formula = C19 H20 O3 
# Dc =      1.28 FOOO =    632.00 Mu =      6.86 M =    296.37

_chemical_formula_sum            'C19 H20 O3'
_chemical_formula_moiety         'C19 H20 O3'
_chemical_compound_source        .
_chemical_formula_weight         296.37


_cell_measurement_reflns_used    4183
_cell_measurement_theta_min      4.93
_cell_measurement_theta_max      75.94
_cell_measurement_temperature    150

_exptl_crystal_description       lath
_exptl_crystal_colour            'translucent pale yellow'
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_max          0.10

_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             632
_exptl_absorpt_coefficient_mu    0.686

# Sheldrick geometric approximatio 0.93 0.99 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  0.99
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            7339
_diffrn_reflns_av_unetI/netI     0.049
_reflns_number_total             2946
_diffrn_reflns_av_R_equivalents  0.031
# Number of reflections without Friedels Law is 2946 
# Number of reflections with Friedels Law is 1895 
# Theoretical number of reflections is about 1604 


_diffrn_reflns_theta_min         4.954
_diffrn_reflns_theta_max         76.077
_diffrn_measured_fraction_theta_max 0.992

_diffrn_reflns_theta_full        74.555
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       39
_reflns_limit_h_min              -7
_reflns_limit_h_max              7
_reflns_limit_k_min              0
_reflns_limit_k_max              9
_reflns_limit_l_min              0
_reflns_limit_l_max              44

_oxford_diffrn_Wilson_B_factor   2.31
_oxford_diffrn_Wilson_scale      0.01

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.21
_refine_diff_density_max         0.22


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     120
_refine_ls_number_parameters     280
_refine_ls_number_reflns         2946
_refine_ls_R_factor_ref          0.0473
_refine_ls_wR_factor_ref         0.1151
_refine_ls_goodness_of_fit_ref   1.0244
_refine_ls_shift/su_max          0.0004723
_refine_ls_shift/su_mean         0.0000299


# Computed with I/sigma = -10 
_reflns_number_all               2946
_refine_ls_R_factor_all          0.0473
_refine_ls_wR_factor_all         0.1151

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2739
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_gt          0.1129

# For an explanation, see Cooper & Watkin, Acta Cryst. (2016). B72, 661-683 
_oxford_Hooft_y                  0.10(17) # for 866 Friedel pairs 
_oxford_Bijvoet_difference       0.07(14) # for 866 Friedel pairs 
# (Similar to the Parsons(q).) 
_oxford_refined_Flack_x          -0.0(3) # for 1051 Friedel pairs 
_refine_ls_abs_structure_Flack   0.07(14)
_refine_ls_abs_structure_details 
; 
 Parsons, Flack & Wagner (2013), 
 866 Friedel Pairs 
;

# choose from: 
# rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration ad


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    mixed #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.05P)² + 1.07P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.6129(5) 1.1428(3) 0.65150(7) 0.0290 1.0000 Uani D . . . . .
O2 O 0.4536(4) 1.2466(2) 0.65395(6) 0.0403 1.0000 Uani . . . . . .
C3 C 0.8621(5) 1.1733(3) 0.64003(8) 0.0334 1.0000 Uani D . . . . .
C4 C 0.9910(4) 1.0078(3) 0.65392(7) 0.0287 1.0000 Uani D . . . . .
C5 C 0.7969(4) 0.8669(3) 0.65213(6) 0.0232 1.0000 Uani D . . . . .
O6 O 0.5801(3) 0.9676(2) 0.65877(4) 0.0261 1.0000 Uani . . . . . .
C7 C 0.8214(4) 0.7257(3) 0.68214(6) 0.0233 1.0000 Uani D . . . . .
C8 C 1.0238(5) 0.6224(3) 0.68278(7) 0.0293 1.0000 Uani D . . . . .
C9 C 1.0537(5) 0.4916(3) 0.70967(7) 0.0345 1.0000 Uani D . . . . .
C10 C 0.8804(5) 0.4628(4) 0.73639(7) 0.0381 1.0000 Uani D . . . . .
C11 C 0.6823(5) 0.5657(4) 0.73603(7) 0.0391 1.0000 Uani D . . . . .
C12 C 0.6503(5) 0.6970(3) 0.70893(7) 0.0289 1.0000 Uani D . . . . .
C13 C 0.7832(4) 0.7862(3) 0.61273(6) 0.0238 1.0000 Uani D . . . . .
C14 C 0.5760(4) 0.6625(3) 0.60586(6) 0.0241 1.0000 Uani D . . . . .
C15 C 0.5797(4) 0.5948(3) 0.56599(6) 0.0205 1.0000 Uani D . . . . .
C16 C 0.4065(4) 0.6417(3) 0.54034(6) 0.0228 1.0000 Uani D . . . . .
C17 C 0.4171(4) 0.5889(3) 0.50317(6) 0.0219 1.0000 Uani D . . . . .
C18 C 0.6037(4) 0.4852(3) 0.49089(6) 0.0207 1.0000 Uani D . . . . .
C19 C 0.7772(4) 0.4340(3) 0.51593(6) 0.0234 1.0000 Uani D . . . . .
C20 C 0.7635(4) 0.4887(3) 0.55313(6) 0.0236 1.0000 Uani D . . . . .
O21 O 0.6035(3) 0.4421(2) 0.45343(4) 0.0263 1.0000 Uani D . . . . .
C22 C 0.8017(5) 0.3470(4) 0.44004(7) 0.0315 1.0000 Uani D . . . . .
H31 H 0.902(3) 0.3663(16) 0.5082(5) 0.0271(19) 1.0000 Uiso D . . . . .
H41 H 0.885(3) 0.4558(17) 0.5699(5) 0.0280(19) 1.0000 Uiso D . . . . .
H61 H 0.280(3) 0.7093(16) 0.5482(5) 0.0275(19) 1.0000 Uiso D . . . . .
H71 H 0.298(3) 0.6243(16) 0.4863(5) 0.0268(19) 1.0000 Uiso D . . . . .
H81 H 0.584(4) 0.564(2) 0.6229(5) 0.0293(19) 1.0000 Uiso D . . . . .
H82 H 0.433(3) 0.727(3) 0.6108(6) 0.0287(19) 1.0000 Uiso D . . . . .
H91 H 0.925(3) 0.723(3) 0.6087(6) 0.0286(19) 1.0000 Uiso D . . . . .
H92 H 0.778(4) 0.882(2) 0.5947(5) 0.0293(19) 1.0000 Uiso D . . . . .
H141 H 0.922(4) 1.279(2) 0.6508(6) 0.0398(19) 1.0000 Uiso D . . . . .
H142 H 0.865(4) 1.181(3) 0.6126(5) 0.0390(19) 1.0000 Uiso D . . . . .
H151 H 1.037(4) 1.026(3) 0.6798(5) 0.0342(19) 1.0000 Uiso D . . . . .
H152 H 1.128(3) 0.974(3) 0.6396(5) 0.0335(19) 1.0000 Uiso D . . . . .
H171 H 0.512(3) 0.7649(19) 0.7087(4) 0.0340(19) 1.0000 Uiso D . . . . .
H181 H 0.568(3) 0.548(2) 0.7537(4) 0.0474(19) 1.0000 Uiso D . . . . .
H191 H 0.898(3) 0.3735(19) 0.7546(4) 0.0454(19) 1.0000 Uiso D . . . . .
H201 H 1.195(3) 0.421(2) 0.7096(4) 0.0415(19) 1.0000 Uiso D . . . . .
H211 H 1.145(3) 0.639(2) 0.6648(4) 0.0355(19) 1.0000 Uiso D . . . . .
H223 H 0.783(4) 0.329(3) 0.4135(5) 0.0469(19) 1.0000 Uiso D . . . . .
H222 H 0.945(3) 0.413(3) 0.4445(7) 0.0459(19) 1.0000 Uiso D . . . . .
H221 H 0.812(4) 0.232(3) 0.4523(6) 0.0457(19) 1.0000 Uiso D . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          8.9(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . O2 . 1.202(3) yes
C1 . C3 . 1.496(4) yes
C1 . O6 . 1.359(3) yes
C3 . C4 . 1.532(4) yes
C3 . H141 . 0.947(17) no
C3 . H142 . 0.981(17) no
C4 . C5 . 1.535(3) yes
C4 . H151 . 0.971(16) no
C4 . H152 . 0.968(16) no
C5 . O6 . 1.470(3) yes
C5 . C7 . 1.517(3) yes
C5 . C13 . 1.535(3) yes
C7 . C8 . 1.392(3) yes
C7 . C12 . 1.383(3) yes
C8 . C9 . 1.387(3) yes
C8 . H211 . 0.950(17) no
C9 . C10 . 1.390(4) yes
C9 . H201 . 0.966(17) no
C10 . C11 . 1.370(4) yes
C10 . H191 . 0.943(17) no
C11 . C12 . 1.397(4) yes
C11 . H181 . 0.916(17) no
C12 . H171 . 0.941(16) no
C13 . C14 . 1.525(3) yes
C13 . H91 . 0.951(16) no
C13 . H92 . 0.966(16) no
C14 . C15 . 1.513(3) yes
C14 . H81 . 0.963(16) no
C14 . H82 . 0.966(16) no
C15 . C16 . 1.392(3) yes
C15 . C20 . 1.396(3) yes
C16 . C17 . 1.387(3) yes
C16 . H61 . 0.928(16) no
C17 . C18 . 1.391(3) yes
C17 . H71 . 0.946(16) no
C18 . C19 . 1.388(3) yes
C18 . O21 . 1.376(3) yes
C19 . C20 . 1.393(3) yes
C19 . H31 . 0.919(16) no
C20 . H41 . 0.948(16) no
O21 . C22 . 1.421(3) yes
C22 . H223 . 0.963(17) no
C22 . H222 . 0.971(17) no
C22 . H221 . 0.975(17) no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 . C1 . C3 . 129.5(2) yes
O2 . C1 . O6 . 121.0(2) yes
C3 . C1 . O6 . 109.4(2) yes
C1 . C3 . C4 . 104.0(2) yes
C1 . C3 . H141 . 111.1(13) no
C4 . C3 . H141 . 112.3(13) no
C1 . C3 . H142 . 107.3(13) no
C4 . C3 . H142 . 111.3(13) no
H141 . C3 . H142 . 110.5(14) no
C3 . C4 . C5 . 101.8(2) yes
C3 . C4 . H151 . 108.8(12) no
C5 . C4 . H151 . 109.4(12) no
C3 . C4 . H152 . 115.6(12) no
C5 . C4 . H152 . 112.3(12) no
H151 . C4 . H152 . 108.7(14) no
C4 . C5 . O6 . 103.95(18) yes
C4 . C5 . C7 . 112.96(19) yes
O6 . C5 . C7 . 109.04(18) yes
C4 . C5 . C13 . 110.45(19) yes
O6 . C5 . C13 . 108.06(18) yes
C7 . C5 . C13 . 111.96(18) yes
C5 . O6 . C1 . 110.85(18) yes
C5 . C7 . C8 . 118.7(2) yes
C5 . C7 . C12 . 122.3(2) yes
C8 . C7 . C12 . 119.0(2) yes
C7 . C8 . C9 . 120.8(2) yes
C7 . C8 . H211 . 121.0(11) no
C9 . C8 . H211 . 118.2(11) no
C8 . C9 . C10 . 119.9(3) yes
C8 . C9 . H201 . 119.4(11) no
C10 . C9 . H201 . 120.7(11) no
C9 . C10 . C11 . 119.4(2) yes
C9 . C10 . H191 . 120.7(12) no
C11 . C10 . H191 . 119.9(12) no
C10 . C11 . C12 . 121.0(3) yes
C10 . C11 . H181 . 119.7(12) no
C12 . C11 . H181 . 119.2(12) no
C11 . C12 . C7 . 119.9(2) yes
C11 . C12 . H171 . 120.2(11) no
C7 . C12 . H171 . 119.9(11) no
C5 . C13 . C14 . 115.45(19) yes
C5 . C13 . H91 . 107.2(12) no
C14 . C13 . H91 . 109.2(12) no
C5 . C13 . H92 . 108.5(12) no
C14 . C13 . H92 . 109.0(12) no
H91 . C13 . H92 . 107.2(14) no
C13 . C14 . C15 . 110.32(19) yes
C13 . C14 . H81 . 109.5(12) no
C15 . C14 . H81 . 109.4(12) no
C13 . C14 . H82 . 108.5(12) no
C15 . C14 . H82 . 110.7(12) no
H81 . C14 . H82 . 108.3(14) no
C14 . C15 . C16 . 121.6(2) yes
C14 . C15 . C20 . 120.9(2) yes
C16 . C15 . C20 . 117.5(2) yes
C15 . C16 . C17 . 121.7(2) yes
C15 . C16 . H61 . 119.6(11) no
C17 . C16 . H61 . 118.7(11) no
C16 . C17 . C18 . 119.8(2) yes
C16 . C17 . H71 . 119.9(11) no
C18 . C17 . H71 . 120.3(11) no
C17 . C18 . C19 . 119.9(2) yes
C17 . C18 . O21 . 116.01(19) yes
C19 . C18 . O21 . 124.1(2) yes
C18 . C19 . C20 . 119.5(2) yes
C18 . C19 . H31 . 120.8(11) no
C20 . C19 . H31 . 119.8(11) no
C15 . C20 . C19 . 121.7(2) yes
C15 . C20 . H41 . 119.3(11) no
C19 . C20 . H41 . 119.0(11) no
C18 . O21 . C22 . 116.47(18) yes
O21 . C22 . H223 . 108.3(13) no
O21 . C22 . H222 . 110.7(13) no
H223 . C22 . H222 . 109.1(15) no
O21 . C22 . H221 . 110.3(13) no
H223 . C22 . H221 . 108.9(15) no
H222 . C22 . H221 . 109.5(15) no



_refine_special_details          
;
?
  Reflections are selected by the following conditions :-
  Minimum value of SQRTW        is   0.00
  Minimum value of RATIO        is  -3.00
;

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 2349121'
loop_
_audit_author_name
_audit_author_address
'Timothy Jenkins'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2024-04-17 deposited with the CCDC.	2024-08-15 downloaded from the CCDC.
;
#==============================================================================
_audit_creation_date             2023-11-29
_audit_creation_method           'CRYSTALS_ver_14_build_c42b451 '

_oxford_structure_analysis_title 048tjd23DA02
_chemical_name_systematic        .
_chemical_melting_point          'not measured'
_cell_length_a                   5.7618(1)
_cell_length_b                   7.2943(2)
_cell_length_c                   27.0456(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.910(2)
_cell_angle_gamma                90
_cell_volume                     1134.03(5)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C13 H14 O4 
# Dc =      1.37 Fooo =    496.00 Mu =      8.44 M =    234.25
# Found Formula = C13 H14.00 O4 
# Dc =      1.37 FOOO =    496.00 Mu =      8.44 M =    234.25

_chemical_formula_sum            'C13 H14 O4'
_chemical_formula_moiety         'C13 H14 O4'
_chemical_compound_source        .
_chemical_formula_weight         234.25


_cell_measurement_reflns_used    5490
_cell_measurement_theta_min      6.26
_cell_measurement_theta_max      76.27
_cell_measurement_temperature    150

_exptl_crystal_description       block
_exptl_crystal_colour            'translucent pale colourless'
_exptl_crystal_size_min          0.05
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_max          0.10

_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             495.997
_exptl_absorpt_coefficient_mu    0.844

# Sheldrick geometric approximatio 0.92 0.96 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_T_max  0.96
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            8563
_diffrn_reflns_av_unetI/netI     0.032
_reflns_number_total             2349
_diffrn_reflns_av_R_equivalents  0.023
# Number of reflections with Friedels Law is 2349 
# Theoretical number of reflections is about 4745 


_diffrn_reflns_theta_min         6.285
_diffrn_reflns_theta_max         76.151
_diffrn_measured_fraction_theta_max 0.989

_diffrn_reflns_theta_full        73.866
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       33
_reflns_limit_h_min              -7
_reflns_limit_h_max              7
_reflns_limit_k_min              0
_reflns_limit_k_max              9
_reflns_limit_l_min              0
_reflns_limit_l_max              33

_oxford_diffrn_Wilson_B_factor   2.20
_oxford_diffrn_Wilson_scale      0.02

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.20
_refine_diff_density_max         0.24


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2349
_refine_ls_R_factor_ref          0.0356
_refine_ls_wR_factor_ref         0.0860
_refine_ls_goodness_of_fit_ref   0.9708
_refine_ls_shift/su_max          0.0009419
_refine_ls_shift/su_mean         0.0000764


# Computed with I/sigma = -10 
_reflns_number_all               2349
_refine_ls_R_factor_all          0.0356
_refine_ls_wR_factor_all         0.0860

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2151
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_gt          0.0830


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.05P)² + 0.39P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.3465(2) 0.41038(15) 0.62389(4) 0.0231 1.0000 Uani . . . . . .
O2 O 0.49802(16) 0.51926(11) 0.63465(3) 0.0326 1.0000 Uani . . . . . .
C3 C 0.0862(2) 0.43158(15) 0.62388(4) 0.0267 1.0000 Uani . . . . . .
C4 C -0.00747(18) 0.26241(15) 0.59620(4) 0.0240 1.0000 Uani . . . . . .
C5 C 0.19034(17) 0.12261(14) 0.60583(4) 0.0184 1.0000 Uani . . . . . .
O6 O 0.39922(12) 0.23767(10) 0.60938(3) 0.0213 1.0000 Uani . . . . . .
C7 C 0.17571(18) 0.02066(14) 0.65481(4) 0.0193 1.0000 Uani . . . . . .
C8 C 0.3521(2) 0.02756(16) 0.69247(4) 0.0254 1.0000 Uani . . . . . .
C9 C 0.3334(2) -0.07252(19) 0.73586(5) 0.0355 1.0000 Uani . . . . . .
C10 C 0.1400(3) -0.18027(18) 0.74190(5) 0.0366 1.0000 Uani . . . . . .
C11 C -0.0366(2) -0.18772(17) 0.70467(5) 0.0349 1.0000 Uani . . . . . .
C12 C -0.0186(2) -0.08793(16) 0.66149(4) 0.0277 1.0000 Uani . . . . . .
C13 C 0.21674(18) -0.01082(14) 0.56289(4) 0.0205 1.0000 Uani . . . . . .
C14 C 0.44878(18) -0.11124(15) 0.56852(4) 0.0220 1.0000 Uani . . . . . .
C15 C 0.46467(18) -0.27812(15) 0.53653(4) 0.0208 1.0000 Uani . . . . . .
O16 O 0.29592(13) -0.36433(11) 0.51951(3) 0.0272 1.0000 Uani . . . . . .
O17 O 0.68203(13) -0.32466(11) 0.53010(3) 0.0264 1.0000 Uani . . . . . .
H81 H -0.1435 -0.0955 0.6355 0.0340 1.0000 Uiso R . . . . .
H71 H -0.1672 -0.2620 0.7087 0.0416 1.0000 Uiso R . . . . .
H61 H 0.1335 -0.2487 0.7721 0.0439 1.0000 Uiso R . . . . .
H51 H 0.4576 -0.0636 0.7609 0.0418 1.0000 Uiso R . . . . .
H41 H 0.4825 0.0992 0.6880 0.0301 1.0000 Uiso R . . . . .
H101 H 0.0405 0.4324 0.6581 0.0324 1.0000 Uiso R . . . . .
H102 H 0.0404 0.5440 0.6086 0.0322 1.0000 Uiso R . . . . .
H91 H -0.1567 0.2187 0.6075 0.0277 1.0000 Uiso R . . . . .
H92 H -0.0293 0.2873 0.5606 0.0276 1.0000 Uiso R . . . . .
H161 H 0.6811 -0.4234 0.5138 0.0395 1.0000 Uiso R . . . . .
H142 H 0.4818 -0.1576 0.6028 0.0251 1.0000 Uiso R . . . . .
H141 H 0.5759 -0.0304 0.5619 0.0260 1.0000 Uiso R . . . . .
H131 H 0.0914 -0.0997 0.5626 0.0250 1.0000 Uiso R . . . . .
H132 H 0.2044 0.0547 0.5317 0.0245 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          6.48(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . O2 . 1.2013(14) yes
C1 . C3 . 1.5075(16) yes
C1 . O6 . 1.3600(13) yes
C3 . C4 . 1.5230(16) yes
C3 . H101 . 0.979 no
C3 . H102 . 0.948 no
C4 . C5 . 1.5383(14) yes
C4 . H91 . 0.985 no
C4 . H92 . 0.980 no
C5 . O6 . 1.4651(12) yes
C5 . C7 . 1.5264(14) yes
C5 . C13 . 1.5308(14) yes
C7 . C8 . 1.3899(15) yes
C7 . C12 . 1.3931(15) yes
C8 . C9 . 1.3925(17) yes
C8 . H41 . 0.930 no
C9 . C10 . 1.383(2) yes
C9 . H51 . 0.953 no
C10 . C11 . 1.383(2) yes
C10 . H61 . 0.960 no
C11 . C12 . 1.3860(17) yes
C11 . H71 . 0.940 no
C12 . H81 . 0.973 no
C13 . C14 . 1.5230(14) yes
C13 . H131 . 0.970 no
C13 . H132 . 0.969 no
C14 . C15 . 1.4998(14) yes
C14 . H142 . 0.992 no
C14 . H141 . 0.967 no
C15 . O16 . 1.2213(13) yes
C15 . O17 . 1.3205(13) yes
O17 . H161 . 0.845 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 . C1 . C3 . 129.70(10) yes
O2 . C1 . O6 . 120.62(10) yes
C3 . C1 . O6 . 109.68(9) yes
C1 . C3 . C4 . 103.66(9) yes
C1 . C3 . H101 . 109.4 no
C4 . C3 . H101 . 111.1 no
C1 . C3 . H102 . 109.7 no
C4 . C3 . H102 . 114.1 no
H101 . C3 . H102 . 108.8 no
C3 . C4 . C5 . 102.72(8) yes
C3 . C4 . H91 . 113.4 no
C5 . C4 . H91 . 112.6 no
C3 . C4 . H92 . 110.5 no
C5 . C4 . H92 . 109.5 no
H91 . C4 . H92 . 108.0 no
C4 . C5 . O6 . 103.13(8) yes
C4 . C5 . C7 . 112.69(8) yes
O6 . C5 . C7 . 108.42(8) yes
C4 . C5 . C13 . 113.82(8) yes
O6 . C5 . C13 . 106.87(8) yes
C7 . C5 . C13 . 111.28(8) yes
C5 . O6 . C1 . 110.54(8) yes
C5 . C7 . C8 . 122.50(9) yes
C5 . C7 . C12 . 118.82(9) yes
C8 . C7 . C12 . 118.64(10) yes
C7 . C8 . C9 . 120.26(11) yes
C7 . C8 . H41 . 118.8 no
C9 . C8 . H41 . 120.9 no
C8 . C9 . C10 . 120.45(12) yes
C8 . C9 . H51 . 117.7 no
C10 . C9 . H51 . 121.8 no
C9 . C10 . C11 . 119.70(11) yes
C9 . C10 . H61 . 118.3 no
C11 . C10 . H61 . 122.0 no
C10 . C11 . C12 . 119.93(12) yes
C10 . C11 . H71 . 119.5 no
C12 . C11 . H71 . 120.6 no
C7 . C12 . C11 . 121.01(11) yes
C7 . C12 . H81 . 120.0 no
C11 . C12 . H81 . 119.0 no
C5 . C13 . C14 . 111.22(8) yes
C5 . C13 . H131 . 108.5 no
C14 . C13 . H131 . 109.1 no
C5 . C13 . H132 . 110.0 no
C14 . C13 . H132 . 109.6 no
H131 . C13 . H132 . 108.3 no
C13 . C14 . C15 . 114.86(9) yes
C13 . C14 . H142 . 111.6 no
C15 . C14 . H142 . 104.3 no
C13 . C14 . H141 . 111.0 no
C15 . C14 . H141 . 108.1 no
H142 . C14 . H141 . 106.4 no
C14 . C15 . O16 . 123.84(9) yes
C14 . C15 . O17 . 112.35(9) yes
O16 . C15 . O17 . 123.77(10) yes
C15 . O17 . H161 . 108.4 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C4 . H91 . O6 1_455 152 0.99 2.57 3.4659(16) yes
O17 . H161 . O16 2_646 175 0.84 1.80 2.6432(16) yes
C14 . H142 . O2 1_545 130 0.99 2.51 3.2365(16) yes



_refine_special_details          
;
?
  Reflections are selected by the following conditions :-
  Minimum value of SQRTW        is   0.00
  Minimum value of RATIO        is  -3.00
;
# looking for ARCHIVE-HKL.CIF 

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2g
_database_code_depnum_ccdc_archive 'CCDC 2349118'
loop_
_audit_author_name
_audit_author_address
'Timothy Jenkins'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2024-04-17 deposited with the CCDC.	2024-08-15 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT021_2g                  
;
PROBLEM: Ratio Unique / Expected Reflections too High ...      1.262
RESPONSE: The data were unusually weak at high angle for this class of compound so the reflections were filtered using the Wilson Plot. These reflections are included in the .fcf file flagged as such, however, this leads to differing values of the unique and expected number of reflections.
;
_vrf_THETM01_2g                  
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.590
RESPONSE: As the data were weak at high angle the reflections were filtered using the Wilson Plot a low value of sine(theta_max)/lambda results.
;
_vrf_PLAT018_2g                  
;
PROBLEM: _diffrn_measured_fraction_theta_max .NE. *_full           ! Check
RESPONSE: After removing the weak high angle data using the Wilson Plot the reflections are flagged but included in the .fcf file.  As a result, the values for _diffrn_measured_fraction_theta_max and _diffrn_measured_fraction_theta_full are different.
;
# Added during the CSD deposition process: Wednesday 17 April 2024 05:46 PM
# end Validation Reply Form

#==============================================================================
_audit_creation_date             2023-06-01
_audit_creation_method           'CRYSTALS_ver_14_build_c42b451 '

_refine_special_details          
;
On data collection, the crystals were found to be intergrown and of generally 
poor quality.  Despite trying lots of crystals, it was not possible to find a 
suitable single crystal.  Data were collected on a small needle that gave
weak reflections at high angle.  Although the structure solved readily, 
including these weak data in the refinement degraded the model significantly
so the Wilson plot was used to remove the worst data.

Although the crystal was the best available, it was still found to be twinned.
Analysis with ROTAX suggested it was twinned by a 180.0 degree rotation about   
the 0 0 1 reciprocal lattice direction: 
[  -1.000    0.000    0.000]
[  -0.000   -1.000    0.000]
[   0.540    0.467    1.000]

Refinement of the twin scale factor indicated that the minor component was 
12.78(17)% of the crystal.

  Reflections are selected by the following conditions :-
  Minimum value of SQRTW        is   0.00
  Minimum value of RATIO        is  -3.00
  Maximum value of SINTH/L**2   is    0.33920
;


_oxford_structure_analysis_title 021tjd23MJ03
_chemical_name_systematic        .
_chemical_melting_point          'not measured'
_cell_length_a                   5.9846(3)
_cell_length_b                   8.7340(4)
_cell_length_c                   23.1074(10)
_cell_angle_alpha                94.785(4)
_cell_angle_beta                 93.664(4)
_cell_angle_gamma                93.898(4)
_cell_volume                     1197.87(10)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1 '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

# Given Formula = C0.50 H0.50 N0.50 O0.50 
# Dc =      0.06 Fooo =     22.00 Mu =      0.47 M =     21.51
# Found Formula = C32 H28 O2 
# Dc =      1.23 FOOO =    472.00 Mu =      5.85 M =    444.57

_chemical_formula_sum            'C32 H28 O2'
_chemical_formula_moiety         'C32 H28 O2'
_chemical_compound_source        .
_chemical_formula_weight         444.57


_cell_measurement_reflns_used    5924
_cell_measurement_theta_min      5.02
_cell_measurement_theta_max      76.29
_cell_measurement_temperature    150

_exptl_crystal_description       lath
_exptl_crystal_colour            'translucent pale colourless'
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_max          0.10

_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             472
_exptl_absorpt_coefficient_mu    0.585

# Sheldrick geometric approximatio 0.97 0.99 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.99
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            25744
_diffrn_reflns_av_unetI/netI     0.120
_reflns_number_total             4968
_diffrn_reflns_av_R_equivalents  0.076
# Number of reflections with Friedels Law is 4968 
# Theoretical number of reflections is about 10039 


_diffrn_reflns_theta_min         3.849
# The actual theta max before filtering is 76.263 
_diffrn_reflns_theta_max         63.891
_diffrn_measured_fraction_theta_max 0.990

_diffrn_reflns_theta_full        73.975
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       27
_reflns_limit_h_min              -7
_reflns_limit_h_max              7
_reflns_limit_k_min              -10
_reflns_limit_k_max              10
_reflns_limit_l_min              0
_reflns_limit_l_max              29

_oxford_diffrn_Wilson_B_factor   1.63
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.29
_refine_diff_density_max         0.31


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     308
_refine_ls_number_reflns         3936
_refine_ls_R_factor_ref          0.0657
_refine_ls_wR_factor_ref         0.1314
_refine_ls_goodness_of_fit_ref   1.0254
_refine_ls_shift/su_max          0.0001651
_refine_ls_shift/su_mean         0.0000167


# Computed with I/sigma = -10 
_reflns_number_all               3936
_refine_ls_R_factor_all          0.0657
_refine_ls_wR_factor_all         0.1314

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3115
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_gt          0.1215


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.04P)² + 1.06P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
O1 O 0.9686(3) 0.1614(2) 0.13581(7) 0.0232 1.0000 Uani . . . . . .
C2 C 0.7489(4) 0.1510(3) 0.16084(11) 0.0217 1.0000 Uani . . . . . .
C3 C 0.7675(4) 0.0362(3) 0.20693(11) 0.0231 1.0000 Uani . . . . . .
C4 C 0.9294(4) 0.0905(3) 0.26017(11) 0.0249 1.0000 Uani . . . . . .
C5 C 0.9769(4) -0.0436(3) 0.29405(11) 0.0228 1.0000 Uani . . . . . .
C6 C 0.9079(4) -0.0739(3) 0.34626(11) 0.0216 1.0000 Uani . . . . . .
C7 C 0.9623(4) -0.2194(3) 0.37210(11) 0.0227 1.0000 Uani . . . . . .
C8 C 1.1613(5) -0.2892(3) 0.36171(12) 0.0283 1.0000 Uani . . . . . .
C9 C 1.2003(5) -0.4312(3) 0.38237(12) 0.0314 1.0000 Uani . . . . . .
C10 C 1.0428(5) -0.5041(3) 0.41370(13) 0.0341 1.0000 Uani . . . . . .
C11 C 0.8470(5) -0.4346(3) 0.42517(13) 0.0341 1.0000 Uani . . . . . .
C12 C 0.8081(4) -0.2946(3) 0.40492(12) 0.0281 1.0000 Uani . . . . . .
C13 C 0.7666(4) 0.0292(3) 0.38092(11) 0.0220 1.0000 Uani . . . . . .
C14 C 0.5608(4) 0.0717(3) 0.35849(12) 0.0277 1.0000 Uani . . . . . .
C15 C 0.4293(5) 0.1622(3) 0.39253(13) 0.0335 1.0000 Uani . . . . . .
C16 C 0.5006(5) 0.2106(3) 0.44979(13) 0.0335 1.0000 Uani . . . . . .
C17 C 0.7063(5) 0.1697(3) 0.47274(12) 0.0318 1.0000 Uani . . . . . .
C18 C 0.8381(5) 0.0800(3) 0.43841(11) 0.0274 1.0000 Uani . . . . . .
C19 C 0.5803(4) 0.0970(3) 0.10761(11) 0.0226 1.0000 Uani . . . . . .
C20 C 0.5295(4) -0.0761(3) 0.09726(10) 0.0231 1.0000 Uani . . . . . .
C21 C 0.3273(4) -0.1414(3) 0.11349(12) 0.0291 1.0000 Uani . . . . . .
C22 C 0.2735(5) -0.2989(3) 0.10464(13) 0.0344 1.0000 Uani . . . . . .
C23 C 0.4224(5) -0.3943(3) 0.07926(13) 0.0358 1.0000 Uani . . . . . .
C24 C 0.6248(5) -0.3314(3) 0.06293(12) 0.0318 1.0000 Uani . . . . . .
C25 C 0.6782(4) -0.1736(3) 0.07167(11) 0.0276 1.0000 Uani . . . . . .
C26 C 0.6970(5) 0.1702(3) 0.05829(12) 0.0291 1.0000 Uani . . . . . .
C27 C 0.9416(4) 0.1839(3) 0.07815(11) 0.0272 1.0000 Uani . . . . . .
O28 O 1.1019(3) 0.2114(3) 0.05099(9) 0.0422 1.0000 Uani . . . . . .
C29 C 0.7035(4) 0.3094(3) 0.18734(11) 0.0231 1.0000 Uani . . . . . .
C30 C 0.8609(5) 0.4341(3) 0.18940(12) 0.0306 1.0000 Uani . . . . . .
C31 C 0.8174(6) 0.5753(3) 0.21654(15) 0.0425 1.0000 Uani . . . . . .
C32 C 0.6182(6) 0.5945(4) 0.24186(14) 0.0431 1.0000 Uani . . . . . .
C33 C 0.4604(5) 0.4727(4) 0.23967(13) 0.0403 1.0000 Uani . . . . . .
C34 C 0.5019(5) 0.3306(3) 0.21240(13) 0.0324 1.0000 Uani . . . . . .
H31 H 0.8144 -0.0590 0.1890 0.0272 1.0000 Uiso R . . . . .
H32 H 0.6199 0.0162 0.2202 0.0273 1.0000 Uiso R . . . . .
H41 H 1.0709 0.1329 0.2476 0.0298 1.0000 Uiso R . . . . .
H42 H 0.8612 0.1696 0.2849 0.0301 1.0000 Uiso R . . . . .
H51 H 1.0639 -0.1162 0.2761 0.0270 1.0000 Uiso R . . . . .
H81 H 1.2679 -0.2397 0.3411 0.0337 1.0000 Uiso R . . . . .
H91 H 1.3322 -0.4781 0.3757 0.0379 1.0000 Uiso R . . . . .
H101 H 1.0673 -0.6008 0.4269 0.0400 1.0000 Uiso R . . . . .
H111 H 0.7396 -0.4844 0.4474 0.0400 1.0000 Uiso R . . . . .
H121 H 0.6751 -0.2476 0.4129 0.0340 1.0000 Uiso R . . . . .
H141 H 0.5115 0.0395 0.3202 0.0320 1.0000 Uiso R . . . . .
H151 H 0.2928 0.1918 0.3763 0.0403 1.0000 Uiso R . . . . .
H161 H 0.4101 0.2689 0.4726 0.0408 1.0000 Uiso R . . . . .
H171 H 0.7542 0.2021 0.5111 0.0378 1.0000 Uiso R . . . . .
H181 H 0.9761 0.0533 0.4540 0.0329 1.0000 Uiso R . . . . .
H191 H 0.4402 0.1451 0.1135 0.0269 1.0000 Uiso R . . . . .
H211 H 0.2261 -0.0787 0.1307 0.0351 1.0000 Uiso R . . . . .
H221 H 0.1346 -0.3399 0.1158 0.0396 1.0000 Uiso R . . . . .
H231 H 0.3861 -0.5005 0.0731 0.0424 1.0000 Uiso R . . . . .
H241 H 0.7240 -0.3953 0.0461 0.0380 1.0000 Uiso R . . . . .
H251 H 0.8170 -0.1323 0.0602 0.0327 1.0000 Uiso R . . . . .
H261 H 0.6449 0.2727 0.0542 0.0343 1.0000 Uiso R . . . . .
H262 H 0.6705 0.1069 0.0213 0.0344 1.0000 Uiso R . . . . .
H301 H 0.9997 0.4236 0.1729 0.0370 1.0000 Uiso R . . . . .
H311 H 0.9258 0.6597 0.2178 0.0504 1.0000 Uiso R . . . . .
H321 H 0.5908 0.6901 0.2604 0.0522 1.0000 Uiso R . . . . .
H331 H 0.3236 0.4846 0.2564 0.0479 1.0000 Uiso R . . . . .
H341 H 0.3914 0.2481 0.2110 0.0389 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          7.1(2)

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33

1 0.8722(17) 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000 1.0000
2 0.1278(17) -1.0000 0.0000 0.0000 0.0000 -1.0000 0.0000 0.5400 0.4670 1.0000
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 . C2 . 1.470(3) yes
O1 . C27 . 1.364(3) yes
C2 . C3 . 1.527(3) yes
C2 . C19 . 1.560(3) yes
C2 . C29 . 1.515(3) yes
C3 . C4 . 1.538(3) yes
C3 . H31 . 0.964 no
C3 . H32 . 0.962 no
C4 . C5 . 1.495(3) yes
C4 . H41 . 0.973 no
C4 . H42 . 0.986 no
C5 . C6 . 1.341(3) yes
C5 . H51 . 0.935 no
C6 . C7 . 1.496(3) yes
C6 . C13 . 1.495(3) yes
C7 . C8 . 1.399(4) yes
C7 . C12 . 1.395(4) yes
C8 . C9 . 1.395(4) yes
C8 . H81 . 0.925 no
C9 . C10 . 1.378(4) yes
C9 . H91 . 0.929 no
C10 . C11 . 1.386(4) yes
C10 . H101 . 0.939 no
C11 . C12 . 1.374(4) yes
C11 . H111 . 0.953 no
C12 . H121 . 0.942 no
C13 . C14 . 1.392(4) yes
C13 . C18 . 1.396(4) yes
C14 . C15 . 1.386(4) yes
C14 . H141 . 0.929 no
C15 . C16 . 1.386(4) yes
C15 . H151 . 0.938 no
C16 . C17 . 1.390(4) yes
C16 . H161 . 0.927 no
C17 . C18 . 1.388(4) yes
C17 . H171 . 0.928 no
C18 . H181 . 0.932 no
C19 . C20 . 1.517(4) yes
C19 . C26 . 1.536(3) yes
C19 . H191 . 0.975 no
C20 . C21 . 1.389(4) yes
C20 . C25 . 1.398(4) yes
C21 . C22 . 1.386(4) yes
C21 . H211 . 0.929 no
C22 . C23 . 1.385(4) yes
C22 . H221 . 0.942 no
C23 . C24 . 1.383(4) yes
C23 . H231 . 0.935 no
C24 . C25 . 1.389(4) yes
C24 . H241 . 0.924 no
C25 . H251 . 0.946 no
C26 . C27 . 1.500(4) yes
C26 . H261 . 0.977 no
C26 . H262 . 0.977 no
C27 . O28 . 1.200(3) yes
C29 . C30 . 1.386(4) yes
C29 . C34 . 1.388(4) yes
C30 . C31 . 1.384(4) yes
C30 . H301 . 0.942 no
C31 . C32 . 1.376(5) yes
C31 . H311 . 0.945 no
C32 . C33 . 1.369(5) yes
C32 . H321 . 0.935 no
C33 . C34 . 1.389(4) yes
C33 . H331 . 0.936 no
C34 . H341 . 0.941 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . O1 . C27 . 109.97(18) yes
O1 . C2 . C3 . 105.88(19) yes
O1 . C2 . C19 . 104.07(19) yes
C3 . C2 . C19 . 114.8(2) yes
O1 . C2 . C29 . 108.53(19) yes
C3 . C2 . C29 . 111.6(2) yes
C19 . C2 . C29 . 111.38(19) yes
C2 . C3 . C4 . 115.0(2) yes
C2 . C3 . H31 . 108.7 no
C4 . C3 . H31 . 108.9 no
C2 . C3 . H32 . 107.6 no
C4 . C3 . H32 . 108.4 no
H31 . C3 . H32 . 108.2 no
C3 . C4 . C5 . 109.6(2) yes
C3 . C4 . H41 . 110.0 no
C5 . C4 . H41 . 108.1 no
C3 . C4 . H42 . 109.4 no
C5 . C4 . H42 . 110.0 no
H41 . C4 . H42 . 109.8 no
C4 . C5 . C6 . 128.3(2) yes
C4 . C5 . H51 . 115.5 no
C6 . C5 . H51 . 116.2 no
C5 . C6 . C7 . 120.7(2) yes
C5 . C6 . C13 . 123.3(2) yes
C7 . C6 . C13 . 115.9(2) yes
C6 . C7 . C8 . 121.7(2) yes
C6 . C7 . C12 . 120.3(2) yes
C8 . C7 . C12 . 117.9(2) yes
C7 . C8 . C9 . 120.7(3) yes
C7 . C8 . H81 . 119.3 no
C9 . C8 . H81 . 120.1 no
C8 . C9 . C10 . 120.1(2) yes
C8 . C9 . H91 . 121.2 no
C10 . C9 . H91 . 118.7 no
C9 . C10 . C11 . 119.7(2) yes
C9 . C10 . H101 . 120.1 no
C11 . C10 . H101 . 120.2 no
C10 . C11 . C12 . 120.4(3) yes
C10 . C11 . H111 . 119.5 no
C12 . C11 . H111 . 120.1 no
C7 . C12 . C11 . 121.3(2) yes
C7 . C12 . H121 . 118.6 no
C11 . C12 . H121 . 120.1 no
C6 . C13 . C14 . 122.1(2) yes
C6 . C13 . C18 . 119.3(2) yes
C14 . C13 . C18 . 118.5(2) yes
C13 . C14 . C15 . 120.8(2) yes
C13 . C14 . H141 . 119.5 no
C15 . C14 . H141 . 119.7 no
C14 . C15 . C16 . 120.3(3) yes
C14 . C15 . H151 . 119.4 no
C16 . C15 . H151 . 120.3 no
C15 . C16 . C17 . 119.6(3) yes
C15 . C16 . H161 . 119.8 no
C17 . C16 . H161 . 120.5 no
C16 . C17 . C18 . 119.9(3) yes
C16 . C17 . H171 . 119.7 no
C18 . C17 . H171 . 120.4 no
C13 . C18 . C17 . 120.9(2) yes
C13 . C18 . H181 . 119.6 no
C17 . C18 . H181 . 119.5 no
C2 . C19 . C20 . 114.92(19) yes
C2 . C19 . C26 . 101.14(19) yes
C20 . C19 . C26 . 114.4(2) yes
C2 . C19 . H191 . 108.2 no
C20 . C19 . H191 . 108.7 no
C26 . C19 . H191 . 109.0 no
C19 . C20 . C21 . 119.2(2) yes
C19 . C20 . C25 . 122.6(2) yes
C21 . C20 . C25 . 118.2(2) yes
C20 . C21 . C22 . 121.2(3) yes
C20 . C21 . H211 . 119.6 no
C22 . C21 . H211 . 119.2 no
C21 . C22 . C23 . 120.1(3) yes
C21 . C22 . H221 . 119.3 no
C23 . C22 . H221 . 120.6 no
C22 . C23 . C24 . 119.6(3) yes
C22 . C23 . H231 . 120.2 no
C24 . C23 . H231 . 120.3 no
C23 . C24 . C25 . 120.3(3) yes
C23 . C24 . H241 . 119.4 no
C25 . C24 . H241 . 120.3 no
C20 . C25 . C24 . 120.7(3) yes
C20 . C25 . H251 . 120.0 no
C24 . C25 . H251 . 119.3 no
C19 . C26 . C27 . 104.6(2) yes
C19 . C26 . H261 . 109.6 no
C27 . C26 . H261 . 109.7 no
C19 . C26 . H262 . 112.1 no
C27 . C26 . H262 . 110.8 no
H261 . C26 . H262 . 109.9 no
C26 . C27 . O1 . 110.2(2) yes
C26 . C27 . O28 . 129.3(2) yes
O1 . C27 . O28 . 120.5(2) yes
C2 . C29 . C30 . 122.0(2) yes
C2 . C29 . C34 . 119.5(2) yes
C30 . C29 . C34 . 118.4(2) yes
C29 . C30 . C31 . 120.3(3) yes
C29 . C30 . H301 . 120.5 no
C31 . C30 . H301 . 119.2 no
C30 . C31 . C32 . 120.8(3) yes
C30 . C31 . H311 . 119.7 no
C32 . C31 . H311 . 119.4 no
C31 . C32 . C33 . 119.4(3) yes
C31 . C32 . H321 . 120.2 no
C33 . C32 . H321 . 120.4 no
C32 . C33 . C34 . 120.3(3) yes
C32 . C33 . H331 . 120.2 no
C34 . C33 . H331 . 119.5 no
C33 . C34 . C29 . 120.8(3) yes
C33 . C34 . H341 . 119.3 no
C29 . C34 . H341 . 119.9 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C19 . H191 . O28 1_455 137 0.98 2.54 3.322(4) yes



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2t
_database_code_depnum_ccdc_archive 'CCDC 2349120'
loop_
_audit_author_name
_audit_author_address
'Timothy Jenkins'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2024-04-17 deposited with the CCDC.	2024-08-15 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT213_2t                  
;
PROBLEM: Atom F29             has ADP max/min Ratio .....        3.3 prolat
RESPONSE: The crystal structure shows prolate ellipsoids for two of the three	fluorine atoms in the CF3 group present in the molecule. Attempts were made to model disorder, however a stable model could not be reached and as such disorder modelling attempts were abandoned.
;
# Added during the CSD deposition process: Wednesday 17 April 2024 05:46 PM
# end Validation Reply Form

#==============================================================================
_audit_creation_date             2023-06-12
_audit_creation_method           'CRYSTALS_ver_14_build_c42b451 '


_oxford_structure_analysis_title 027tjd23MJ04
_chemical_name_systematic        .
_chemical_melting_point          'not measured'
_cell_length_a                   12.0864(2)
_cell_length_b                   6.0321(1)
_cell_length_c                   13.7269(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.8739(17)
_cell_angle_gamma                90
_cell_volume                     999.52(3)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21 '
_symmetry_space_group_name_Hall  'P 2yb'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y+1/2,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0727 0.0534 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

# Given Formula = C25 H21 F3 O2 
# Dc =      1.36 Fooo =    428.00 Mu =      8.73 M =    410.43
# Found Formula = C25 H21 F3 O2 
# Dc =      1.36 FOOO =    428.00 Mu =      8.73 M =    410.43

_chemical_formula_sum            'C25 H21 F3 O2'
_chemical_formula_moiety         'C25 H21 F3 O2'
_chemical_compound_source        .
_chemical_formula_weight         410.43


_cell_measurement_reflns_used    7525
_cell_measurement_theta_min      4.72
_cell_measurement_theta_max      76.37
_cell_measurement_temperature    150

_exptl_crystal_description       needle
_exptl_crystal_colour            'translucent light colourless'
_exptl_crystal_size_min          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_max          0.60

_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             427.998
_exptl_absorpt_coefficient_mu    0.873

# Sheldrick geometric approximatio 0.84 0.84 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.84
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            8958
_diffrn_reflns_av_unetI/netI     0.023
_reflns_number_total             3178
_diffrn_reflns_av_R_equivalents  0.017
# Number of reflections without Friedels Law is 3178 
# Number of reflections with Friedels Law is 2282 
# Theoretical number of reflections is about 2092 


_diffrn_reflns_theta_min         3.662
_diffrn_reflns_theta_max         76.204
_diffrn_measured_fraction_theta_max 0.993

_diffrn_reflns_theta_full        74.680
_diffrn_measured_fraction_theta_full 0.998


_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_reflns_limit_h_min              -15
_reflns_limit_h_max              15
_reflns_limit_k_min              -7
_reflns_limit_k_max              4
_reflns_limit_l_min              0
_reflns_limit_l_max              17

_oxford_diffrn_Wilson_B_factor   2.41
_oxford_diffrn_Wilson_scale      0.01

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.35
_refine_diff_density_max         0.23


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     1
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3178
_refine_ls_R_factor_ref          0.0361
_refine_ls_wR_factor_ref         0.0944
_refine_ls_goodness_of_fit_ref   0.9745
_refine_ls_shift/su_max          0.0005290
_refine_ls_shift/su_mean         0.0000377


# Computed with I/sigma = -10 
_reflns_number_all               3178
_refine_ls_R_factor_all          0.0361
_refine_ls_wR_factor_all         0.0944

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3116
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_gt          0.0937

# For an explanation, see Cooper & Watkin, Acta Cryst. (2016). B72, 661-683 
_oxford_Hooft_y                  0.04(5) # for 777 Friedel pairs 
_oxford_Bijvoet_difference       0.05(5) # for 777 Friedel pairs 
# (Similar to the Parsons(q).) 
_oxford_refined_Flack_x          0.21(16) # for 896 Friedel pairs 
_refine_ls_abs_structure_Flack   0.05(5)
_refine_ls_abs_structure_details 
; 
 Parsons, Flack & Wagner (2013), 
 777 Friedel Pairs 
;

# choose from: 
# rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration ad


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.06P)² + 0.31P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.47803(13) 0.5000(3) 0.62587(11) 0.0224 1.0000 Uani . . . . . .
O2 O 0.47416(11) 0.6759(2) 0.58486(9) 0.0304 1.0000 Uani . . . . . .
O3 O 0.56281(9) 0.4524(2) 0.69144(8) 0.0217 1.0000 Uani . . . . . .
C4 C 0.55905(13) 0.2192(3) 0.72042(12) 0.0208 1.0000 Uani . . . . . .
C5 C 0.43692(13) 0.1510(3) 0.69799(12) 0.0247 1.0000 Uani . . . . . .
C6 C 0.39988(13) 0.3070(3) 0.61572(12) 0.0262 1.0000 Uani . . . . . .
C7 C 0.63741(12) 0.0926(3) 0.65550(11) 0.0217 1.0000 Uani . . . . . .
C8 C 0.75834(13) 0.1759(3) 0.66042(11) 0.0221 1.0000 Uani . . . . . .
C9 C 0.80866(12) 0.1455(3) 0.56124(12) 0.0230 1.0000 Uani . . . . . .
C10 C 0.86679(14) -0.0443(4) 0.53717(13) 0.0289 1.0000 Uani . . . . . .
C11 C 0.90848(15) -0.0674(4) 0.44529(14) 0.0351 1.0000 Uani . . . . . .
C12 C 0.89265(14) 0.0994(5) 0.37651(13) 0.0378 1.0000 Uani . . . . . .
C13 C 0.83463(16) 0.2888(4) 0.39923(13) 0.0369 1.0000 Uani . . . . . .
C14 C 0.79275(15) 0.3114(4) 0.49151(13) 0.0303 1.0000 Uani . . . . . .
C15 C 0.83316(13) 0.0807(3) 0.74310(12) 0.0244 1.0000 Uani . . . . . .
C16 C 0.82094(16) -0.1287(4) 0.78195(15) 0.0334 1.0000 Uani . . . . . .
C17 C 0.89312(18) -0.2053(4) 0.85736(15) 0.0415 1.0000 Uani . . . . . .
C18 C 0.97878(17) -0.0747(5) 0.89314(16) 0.0479 1.0000 Uani . . . . . .
C19 C 0.99321(17) 0.1336(5) 0.85399(16) 0.0488 1.0000 Uani . . . . . .
C20 C 0.92138(16) 0.2107(4) 0.77944(14) 0.0360 1.0000 Uani . . . . . .
C21 C 0.59428(13) 0.2044(3) 0.82778(12) 0.0225 1.0000 Uani . . . . . .
C22 C 0.65092(15) 0.3745(3) 0.87628(13) 0.0276 1.0000 Uani . . . . . .
C23 C 0.68786(15) 0.3511(4) 0.97346(13) 0.0305 1.0000 Uani . . . . . .
C24 C 0.66667(13) 0.1558(4) 1.02202(13) 0.0306 1.0000 Uani . . . . . .
C25 C 0.60746(15) -0.0143(4) 0.97526(14) 0.0328 1.0000 Uani . . . . . .
C26 C 0.57177(15) 0.0106(3) 0.87833(14) 0.0296 1.0000 Uani . . . . . .
C27 C 0.70688(16) 0.1274(5) 1.12636(14) 0.0407 1.0000 Uani . . . . . .
F28 F 0.62497(10) 0.1094(3) 1.18664(8) 0.0458 1.0000 Uani . . . . . .
F29 F 0.76411(18) -0.0589(5) 1.14030(11) 0.1052 1.0000 Uani . . . . . .
F30 F 0.76668(18) 0.2950(5) 1.16052(11) 0.0999 1.0000 Uani . . . . . .
H61 H 0.5911 -0.1431 1.0088 0.0425 1.0000 Uiso R . . . . .
H71 H 0.5303 -0.0981 0.8427 0.0376 1.0000 Uiso R . . . . .
H131 H 0.3196 0.3559 0.6197 0.0329 1.0000 Uiso R . . . . .
H132 H 0.4070 0.2401 0.5516 0.0319 1.0000 Uiso R . . . . .
H141 H 0.4004 0.1716 0.7567 0.0295 1.0000 Uiso R . . . . .
H142 H 0.4357 -0.0080 0.6782 0.0292 1.0000 Uiso R . . . . .
H152 H 0.6377 -0.0670 0.6722 0.0265 1.0000 Uiso R . . . . .
H151 H 0.6071 0.1012 0.5895 0.0265 1.0000 Uiso R . . . . .
H161 H 0.7578 0.3358 0.6728 0.0272 1.0000 Uiso R . . . . .
H181 H 0.7666 -0.2233 0.7548 0.0405 1.0000 Uiso R . . . . .
H191 H 0.8782 -0.3432 0.8835 0.0494 1.0000 Uiso R . . . . .
H201 H 1.0309 -0.1310 0.9422 0.0616 1.0000 Uiso R . . . . .
H211 H 1.0545 0.2237 0.8782 0.0606 1.0000 Uiso R . . . . .
H221 H 0.9327 0.3597 0.7538 0.0442 1.0000 Uiso R . . . . .
H241 H 0.8820 -0.1594 0.5858 0.0360 1.0000 Uiso R . . . . .
H251 H 0.9488 -0.1994 0.4275 0.0426 1.0000 Uiso R . . . . .
H261 H 0.9230 0.0817 0.3133 0.0437 1.0000 Uiso R . . . . .
H271 H 0.8203 0.4020 0.3521 0.0470 1.0000 Uiso R . . . . .
H281 H 0.7567 0.4405 0.5106 0.0389 1.0000 Uiso R . . . . .
H291 H 0.6630 0.5100 0.8438 0.0353 1.0000 Uiso R . . . . .
H301 H 0.7214 0.4694 1.0062 0.0387 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          9.8(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . O2 . 1.201(2) yes
C1 . O3 . 1.3602(19) yes
C1 . C6 . 1.501(3) yes
O3 . C4 . 1.463(2) yes
C4 . C5 . 1.548(2) yes
C4 . C7 . 1.536(2) yes
C4 . C21 . 1.516(2) yes
C5 . C6 . 1.520(3) yes
C5 . H141 . 0.947 no
C5 . H142 . 0.997 no
C6 . H131 . 1.019 no
C6 . H132 . 0.977 no
C7 . C8 . 1.544(2) yes
C7 . H152 . 0.989 no
C7 . H151 . 0.962 no
C8 . C9 . 1.530(2) yes
C8 . C15 . 1.527(2) yes
C8 . H161 . 0.980 no
C9 . C10 . 1.392(3) yes
C9 . C14 . 1.392(3) yes
C10 . C11 . 1.388(3) yes
C10 . H241 . 0.974 no
C11 . C12 . 1.387(3) yes
C11 . H251 . 0.971 no
C12 . C13 . 1.384(3) yes
C12 . H261 . 0.965 no
C13 . C14 . 1.394(3) yes
C13 . H271 . 0.950 no
C14 . H281 . 0.936 no
C15 . C16 . 1.382(3) yes
C15 . C20 . 1.396(3) yes
C16 . C17 . 1.398(3) yes
C16 . H181 . 0.933 no
C17 . C18 . 1.372(4) yes
C17 . H191 . 0.927 no
C18 . C19 . 1.381(4) yes
C18 . H201 . 0.961 no
C19 . C20 . 1.389(3) yes
C19 . H211 . 0.965 no
C20 . H221 . 0.977 no
C21 . C22 . 1.385(3) yes
C21 . C26 . 1.393(3) yes
C22 . C23 . 1.393(2) yes
C22 . H291 . 0.946 no
C23 . C24 . 1.384(3) yes
C23 . H301 . 0.926 no
C24 . C25 . 1.389(3) yes
C24 . C27 . 1.499(2) yes
C25 . C26 . 1.386(3) yes
C25 . H61 . 0.929 no
C26 . H71 . 0.947 no
C27 . F28 . 1.326(2) yes
C27 . F29 . 1.328(3) yes
C27 . F30 . 1.316(3) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 . C1 . O3 . 120.45(16) yes
O2 . C1 . C6 . 129.22(15) yes
O3 . C1 . C6 . 110.33(15) yes
C1 . O3 . C4 . 110.49(13) yes
O3 . C4 . C5 . 104.10(13) yes
O3 . C4 . C7 . 106.98(13) yes
C5 . C4 . C7 . 111.22(13) yes
O3 . C4 . C21 . 108.05(13) yes
C5 . C4 . C21 . 113.33(13) yes
C7 . C4 . C21 . 112.55(13) yes
C4 . C5 . C6 . 103.05(14) yes
C4 . C5 . H141 . 106.1 no
C6 . C5 . H141 . 114.8 no
C4 . C5 . H142 . 108.1 no
C6 . C5 . H142 . 113.2 no
H141 . C5 . H142 . 110.9 no
C5 . C6 . C1 . 104.51(13) yes
C5 . C6 . H131 . 112.7 no
C1 . C6 . H131 . 111.5 no
C5 . C6 . H132 . 112.2 no
C1 . C6 . H132 . 108.7 no
H131 . C6 . H132 . 107.2 no
C4 . C7 . C8 . 115.00(14) yes
C4 . C7 . H152 . 110.1 no
C8 . C7 . H152 . 108.3 no
C4 . C7 . H151 . 107.7 no
C8 . C7 . H151 . 109.8 no
H152 . C7 . H151 . 105.6 no
C7 . C8 . C9 . 109.86(13) yes
C7 . C8 . C15 . 115.73(14) yes
C9 . C8 . C15 . 111.67(13) yes
C7 . C8 . H161 . 108.3 no
C9 . C8 . H161 . 106.2 no
C15 . C8 . H161 . 104.5 no
C8 . C9 . C10 . 122.55(16) yes
C8 . C9 . C14 . 118.58(16) yes
C10 . C9 . C14 . 118.84(16) yes
C9 . C10 . C11 . 120.58(19) yes
C9 . C10 . H241 . 120.3 no
C11 . C10 . H241 . 119.1 no
C10 . C11 . C12 . 120.1(2) yes
C10 . C11 . H251 . 121.3 no
C12 . C11 . H251 . 118.6 no
C11 . C12 . C13 . 119.99(17) yes
C11 . C12 . H261 . 119.1 no
C13 . C12 . H261 . 120.9 no
C12 . C13 . C14 . 119.8(2) yes
C12 . C13 . H271 . 121.1 no
C14 . C13 . H271 . 119.1 no
C13 . C14 . C9 . 120.7(2) yes
C13 . C14 . H281 . 122.1 no
C9 . C14 . H281 . 117.1 no
C8 . C15 . C16 . 124.04(16) yes
C8 . C15 . C20 . 117.88(17) yes
C16 . C15 . C20 . 118.05(17) yes
C15 . C16 . C17 . 120.9(2) yes
C15 . C16 . H181 . 119.4 no
C17 . C16 . H181 . 119.6 no
C16 . C17 . C18 . 120.5(2) yes
C16 . C17 . H191 . 117.2 no
C18 . C17 . H191 . 122.3 no
C17 . C18 . C19 . 119.40(19) yes
C17 . C18 . H201 . 120.3 no
C19 . C18 . H201 . 120.2 no
C18 . C19 . C20 . 120.3(2) yes
C18 . C19 . H211 . 119.2 no
C20 . C19 . H211 . 120.4 no
C15 . C20 . C19 . 120.9(2) yes
C15 . C20 . H221 . 120.4 no
C19 . C20 . H221 . 118.7 no
C4 . C21 . C22 . 122.11(16) yes
C4 . C21 . C26 . 118.77(15) yes
C22 . C21 . C26 . 119.10(16) yes
C21 . C22 . C23 . 120.81(18) yes
C21 . C22 . H291 . 119.8 no
C23 . C22 . H291 . 119.4 no
C22 . C23 . C24 . 119.32(18) yes
C22 . C23 . H301 . 119.9 no
C24 . C23 . H301 . 120.6 no
C23 . C24 . C25 . 120.64(16) yes
C23 . C24 . C27 . 119.91(19) yes
C25 . C24 . C27 . 119.4(2) yes
C24 . C25 . C26 . 119.44(19) yes
C24 . C25 . H61 . 120.4 no
C26 . C25 . H61 . 120.2 no
C21 . C26 . C25 . 120.66(18) yes
C21 . C26 . H71 . 115.8 no
C25 . C26 . H71 . 123.5 no
C24 . C27 . F28 . 112.90(15) yes
C24 . C27 . F29 . 112.1(2) yes
F28 . C27 . F29 . 103.9(2) yes
C24 . C27 . F30 . 113.5(2) yes
F28 . C27 . F30 . 104.7(2) yes
F29 . C27 . F30 . 109.0(2) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C6 . H132 . O2 2_646 147 0.98 2.45 3.308(3) yes
C5 . H142 . O2 1_545 158 1.00 2.36 3.301(3) yes
C7 . H151 . O2 2_646 173 0.96 2.58 3.537(3) yes



_refine_special_details          
;
?
  Reflections are selected by the following conditions :-
  Minimum value of SQRTW        is   0.00
  Minimum value of RATIO        is  -3.00
;
# looking for ARCHIVE-HKL.CIF 

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_9a
_database_code_depnum_ccdc_archive 'CCDC 2349122'
loop_
_audit_author_name
_audit_author_address
'Timothy Jenkins'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2024-04-17 deposited with the CCDC.	2024-08-15 downloaded from the CCDC.
;
#==============================================================================

_audit_creation_date             2023-11-29
_audit_creation_method           'CRYSTALS_ver_14_build_c42b451 '

_oxford_structure_analysis_title 049tjd23DA01
_chemical_name_systematic        .
_chemical_melting_point          'not measured'
_cell_length_a                   6.1184(1)
_cell_length_b                   33.9883(5)
_cell_length_c                   8.7255(1)
_cell_angle_alpha                90
_cell_angle_beta                 90.5312(15)
_cell_angle_gamma                90
_cell_volume                     1814.43(4)

_refine_special_details          
;
Initial indexing suggested a very large cell.  Closer inspection, however, 
showed the classic pattern of strong and weak reflections indicative of 
modulation.  Indexing only the strong (main) reflections gave the supercell 
reported here which solved and refined well.  Indexing the satellites gave a 
q-vector of 0.3317(14)  0(0.003)  0.3316(18) corresponding to an approximate
tripling of the a and c axes.  Unfortunately, the satellites were too weak 
to integrate reliably and to use for refinement.

It was thought that the modulation may be a function of a phase transition, 
or the rapid sample cooling caused by the use of the oil drop mounting method,
so the data were additionally collected at 300 K.  These data gave similar
results to those seen at 150 K suggesting the structure was invariant with 
temperature over the range studied.


  Reflections are selected by the following conditions :-
  Minimum value of SQRTW        is   0.00
  Minimum value of RATIO        is  -3.00
;

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n '
_symmetry_space_group_name_Hall  '-P 2yn '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y+1/2,z+1/2
-x+1/2,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C23 H24 O2 
# Dc =      1.22 Fooo =    712.00 Mu =      5.93 M =    332.44
# Found Formula = C23 H24 O2 
# Dc =      1.22 FOOO =    712.00 Mu =      5.93 M =    332.44

_chemical_formula_sum            'C23 H24 O2'
_chemical_formula_moiety         'C23 H24 O2'
_chemical_compound_source        .
_chemical_formula_weight         332.44


_cell_measurement_reflns_used    20903
_cell_measurement_theta_min      5.02
_cell_measurement_theta_max      76.27
_cell_measurement_temperature    150

_exptl_crystal_description       block
_exptl_crystal_colour            'translucent pale colourless'
_exptl_crystal_size_min          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_max          0.20

_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             712
_exptl_absorpt_coefficient_mu    0.593

# Sheldrick geometric approximatio 0.89 0.89 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.89
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            38165
_diffrn_reflns_av_unetI/netI     0.048
_reflns_number_total             3789
_diffrn_reflns_av_R_equivalents  0.039
# Number of reflections with Friedels Law is 3789 
# Theoretical number of reflections is about 7607 


_diffrn_reflns_theta_min         5.205
_diffrn_reflns_theta_max         76.304
_diffrn_measured_fraction_theta_max 0.997

_diffrn_reflns_theta_full        76.304
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_reflns_limit_h_min              -7
_reflns_limit_h_max              7
_reflns_limit_k_min              0
_reflns_limit_k_max              42
_reflns_limit_l_min              0
_reflns_limit_l_max              10

_oxford_diffrn_Wilson_B_factor   2.65
_oxford_diffrn_Wilson_scale      0.02

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.33
_refine_diff_density_max         0.34


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3789
_refine_ls_R_factor_ref          0.0615
_refine_ls_wR_factor_ref         0.1820
_refine_ls_goodness_of_fit_ref   1.0632
_refine_ls_shift/su_max          0.0004571
_refine_ls_shift/su_mean         0.0000324


# Computed with I/sigma = -10 
_reflns_number_all               3789
_refine_ls_R_factor_all          0.0615
_refine_ls_wR_factor_all         0.1820

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3526
_refine_ls_R_factor_gt           0.0587
_refine_ls_wR_factor_gt          0.1808


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.05P)² + 3.71P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.5711(5) 0.75592(8) 0.4729(3) 0.0357 1.0000 Uani . . . . . .
C2 C 0.4353(5) 0.72632(9) 0.3846(3) 0.0410 1.0000 Uani . . . . . .
C3 C 0.5865(7) 0.70495(10) 0.2716(3) 0.0527 1.0000 Uani . . . . . .
C4 C 0.7949(7) 0.69118(11) 0.3493(4) 0.0562 1.0000 Uani . . . . . .
C5 C 0.7547(5) 0.67244(9) 0.5071(4) 0.0416 1.0000 Uani . . . . . .
C6 C 0.5897(4) 0.69609(7) 0.5992(3) 0.0267 1.0000 Uani . . . . . .
C7 C 0.3735(5) 0.69800(8) 0.5135(3) 0.0334 1.0000 Uani . . . . . .
O8 O 0.6610(3) 0.73778(5) 0.5956(2) 0.0351 1.0000 Uani . . . . . .
O9 O 0.6036(4) 0.79019(6) 0.4457(3) 0.0493 1.0000 Uani . . . . . .
C10 C 0.5752(5) 0.68450(8) 0.7660(3) 0.0310 1.0000 Uani . . . . . .
C11 C 0.4595(4) 0.64490(7) 0.7876(3) 0.0283 1.0000 Uani . . . . . .
C12 C 0.4420(4) 0.63320(7) 0.9525(3) 0.0267 1.0000 Uani . . . . . .
C13 C 0.5398(4) 0.60195(7) 1.0170(3) 0.0232 1.0000 Uani . . . . . .
C14 C 0.5008(4) 0.58993(7) 1.1786(3) 0.0232 1.0000 Uani . . . . . .
C15 C 0.3016(4) 0.59758(7) 1.2517(3) 0.0281 1.0000 Uani . . . . . .
C16 C 0.2678(5) 0.58539(8) 1.4011(3) 0.0327 1.0000 Uani . . . . . .
C17 C 0.4295(5) 0.56507(8) 1.4803(3) 0.0336 1.0000 Uani . . . . . .
C18 C 0.6267(5) 0.55740(8) 1.4101(3) 0.0335 1.0000 Uani . . . . . .
C19 C 0.6618(4) 0.56968(8) 1.2601(3) 0.0289 1.0000 Uani . . . . . .
C20 C 0.6932(4) 0.57657(7) 0.9288(3) 0.0236 1.0000 Uani . . . . . .
C21 C 0.8977(4) 0.59039(8) 0.8860(3) 0.0300 1.0000 Uani . . . . . .
C22 C 1.0416(5) 0.56628(8) 0.8077(3) 0.0353 1.0000 Uani . . . . . .
C23 C 0.9816(5) 0.52812(8) 0.7697(3) 0.0354 1.0000 Uani . . . . . .
C24 C 0.7781(5) 0.51410(8) 0.8109(3) 0.0343 1.0000 Uani . . . . . .
C25 C 0.6351(4) 0.53826(7) 0.8905(3) 0.0281 1.0000 Uani . . . . . .
H32 H 0.2550 0.7081 0.5783 0.0370 1.0000 Uiso R . . . . .
H31 H 0.3349 0.6724 0.4744 0.0363 1.0000 Uiso R . . . . .
H41 H 0.3091 0.7386 0.3352 0.0461 1.0000 Uiso R . . . . .
H72 H 0.6250 0.7223 0.1872 0.0616 1.0000 Uiso R . . . . .
H71 H 0.5076 0.6826 0.2329 0.0611 1.0000 Uiso R . . . . .
H81 H 0.8876 0.7138 0.3638 0.0626 1.0000 Uiso R . . . . .
H82 H 0.8653 0.6725 0.2851 0.0635 1.0000 Uiso R . . . . .
H92 H 0.8964 0.6712 0.5616 0.0469 1.0000 Uiso R . . . . .
H91 H 0.6975 0.6455 0.4918 0.0465 1.0000 Uiso R . . . . .
H102 H 0.4929 0.7049 0.8206 0.0338 1.0000 Uiso R . . . . .
H101 H 0.7225 0.6828 0.8110 0.0336 1.0000 Uiso R . . . . .
H111 H 0.3082 0.6479 0.7454 0.0323 1.0000 Uiso R . . . . .
H112 H 0.5337 0.6242 0.7314 0.0320 1.0000 Uiso R . . . . .
H121 H 0.3522 0.6490 1.0157 0.0295 1.0000 Uiso R . . . . .
H151 H 0.9392 0.6164 0.9103 0.0341 1.0000 Uiso R . . . . .
H161 H 1.1792 0.5759 0.7816 0.0397 1.0000 Uiso R . . . . .
H171 H 1.0795 0.5119 0.7167 0.0403 1.0000 Uiso R . . . . .
H181 H 0.7369 0.4884 0.7813 0.0399 1.0000 Uiso R . . . . .
H191 H 0.4962 0.5285 0.9201 0.0326 1.0000 Uiso R . . . . .
H211 H 0.1885 0.6104 1.1982 0.0307 1.0000 Uiso R . . . . .
H221 H 0.1353 0.5901 1.4495 0.0376 1.0000 Uiso R . . . . .
H231 H 0.4037 0.5562 1.5796 0.0390 1.0000 Uiso R . . . . .
H241 H 0.7356 0.5434 1.4637 0.0377 1.0000 Uiso R . . . . .
H251 H 0.7995 0.5644 1.2121 0.0316 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          7.5(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.511(4) yes
C1 . O8 . 1.348(3) yes
C1 . O9 . 1.206(3) yes
C2 . C3 . 1.540(5) yes
C2 . C7 . 1.530(4) yes
C2 . H41 . 0.974 no
C3 . C4 . 1.513(5) yes
C3 . H72 . 0.973 no
C3 . H71 . 0.961 no
C4 . C5 . 1.539(4) yes
C4 . H81 . 0.963 no
C4 . H82 . 0.952 no
C5 . C6 . 1.525(4) yes
C5 . H92 . 0.986 no
C5 . H91 . 0.989 no
C6 . C7 . 1.515(3) yes
C6 . O8 . 1.483(3) yes
C6 . C10 . 1.511(3) yes
C7 . H32 . 0.986 no
C7 . H31 . 0.962 no
C10 . C11 . 1.533(3) yes
C10 . H102 . 0.984 no
C10 . H101 . 0.981 no
C11 . C12 . 1.498(3) yes
C11 . H111 . 0.998 no
C11 . H112 . 0.971 no
C12 . C13 . 1.341(3) yes
C12 . H121 . 0.949 no
C13 . C14 . 1.489(3) yes
C13 . C20 . 1.494(3) yes
C14 . C15 . 1.406(3) yes
C14 . C19 . 1.392(3) yes
C15 . C16 . 1.386(4) yes
C15 . H211 . 0.938 no
C16 . C17 . 1.386(4) yes
C16 . H221 . 0.931 no
C17 . C18 . 1.383(4) yes
C17 . H231 . 0.932 no
C18 . C19 . 1.392(3) yes
C18 . H241 . 0.940 no
C19 . H251 . 0.961 no
C20 . C21 . 1.391(3) yes
C20 . C25 . 1.390(3) yes
C21 . C22 . 1.387(4) yes
C21 . H151 . 0.942 no
C22 . C23 . 1.387(4) yes
C22 . H161 . 0.934 no
C23 . C24 . 1.384(4) yes
C23 . H171 . 0.938 no
C24 . C25 . 1.390(4) yes
C24 . H181 . 0.944 no
C25 . H191 . 0.950 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . O8 . 108.6(2) yes
C2 . C1 . O9 . 129.3(3) yes
O8 . C1 . O9 . 122.1(3) yes
C1 . C2 . C3 . 108.0(3) yes
C1 . C2 . C7 . 100.5(2) yes
C3 . C2 . C7 . 109.1(2) yes
C1 . C2 . H41 . 111.7 no
C3 . C2 . H41 . 113.4 no
C7 . C2 . H41 . 113.2 no
C2 . C3 . C4 . 111.6(2) yes
C2 . C3 . H72 . 110.5 no
C4 . C3 . H72 . 108.5 no
C2 . C3 . H71 . 107.2 no
C4 . C3 . H71 . 109.3 no
H72 . C3 . H71 . 109.7 no
C3 . C4 . C5 . 112.8(3) yes
C3 . C4 . H81 . 107.8 no
C5 . C4 . H81 . 108.2 no
C3 . C4 . H82 . 109.1 no
C5 . C4 . H82 . 109.1 no
H81 . C4 . H82 . 109.9 no
C4 . C5 . C6 . 111.4(2) yes
C4 . C5 . H92 . 107.6 no
C6 . C5 . H92 . 110.5 no
C4 . C5 . H91 . 108.8 no
C6 . C5 . H91 . 108.9 no
H92 . C5 . H91 . 109.6 no
C5 . C6 . C7 . 109.9(2) yes
C5 . C6 . O8 . 107.2(2) yes
C7 . C6 . O8 . 101.77(19) yes
C5 . C6 . C10 . 114.5(2) yes
C7 . C6 . C10 . 115.3(2) yes
O8 . C6 . C10 . 106.85(19) yes
C2 . C7 . C6 . 99.7(2) yes
C2 . C7 . H32 . 112.9 no
C6 . C7 . H32 . 112.1 no
C2 . C7 . H31 . 111.7 no
C6 . C7 . H31 . 110.3 no
H32 . C7 . H31 . 109.8 no
C6 . O8 . C1 . 109.63(19) yes
C6 . C10 . C11 . 112.3(2) yes
C6 . C10 . H102 . 108.5 no
C11 . C10 . H102 . 108.7 no
C6 . C10 . H101 . 109.8 no
C11 . C10 . H101 . 108.8 no
H102 . C10 . H101 . 108.7 no
C10 . C11 . C12 . 112.9(2) yes
C10 . C11 . H111 . 107.1 no
C12 . C11 . H111 . 107.9 no
C10 . C11 . H112 . 110.7 no
C12 . C11 . H112 . 109.4 no
H111 . C11 . H112 . 108.8 no
C11 . C12 . C13 . 125.3(2) yes
C11 . C12 . H121 . 117.0 no
C13 . C12 . H121 . 117.7 no
C12 . C13 . C14 . 122.7(2) yes
C12 . C13 . C20 . 121.4(2) yes
C14 . C13 . C20 . 115.9(2) yes
C13 . C14 . C15 . 121.8(2) yes
C13 . C14 . C19 . 120.1(2) yes
C15 . C14 . C19 . 118.2(2) yes
C14 . C15 . C16 . 120.6(2) yes
C14 . C15 . H211 . 119.9 no
C16 . C15 . H211 . 119.4 no
C15 . C16 . C17 . 120.4(2) yes
C15 . C16 . H221 . 120.8 no
C17 . C16 . H221 . 118.8 no
C16 . C17 . C18 . 119.7(2) yes
C16 . C17 . H231 . 119.9 no
C18 . C17 . H231 . 120.4 no
C17 . C18 . C19 . 120.2(3) yes
C17 . C18 . H241 . 119.5 no
C19 . C18 . H241 . 120.3 no
C18 . C19 . C14 . 120.9(2) yes
C18 . C19 . H251 . 119.8 no
C14 . C19 . H251 . 119.3 no
C13 . C20 . C21 . 121.0(2) yes
C13 . C20 . C25 . 120.3(2) yes
C21 . C20 . C25 . 118.7(2) yes
C20 . C21 . C22 . 120.6(2) yes
C20 . C21 . H151 . 119.8 no
C22 . C21 . H151 . 119.6 no
C21 . C22 . C23 . 120.2(3) yes
C21 . C22 . H161 . 119.3 no
C23 . C22 . H161 . 120.5 no
C22 . C23 . C24 . 119.8(2) yes
C22 . C23 . H171 . 119.8 no
C24 . C23 . H171 . 120.4 no
C23 . C24 . C25 . 119.9(2) yes
C23 . C24 . H181 . 119.1 no
C25 . C24 . H181 . 121.0 no
C24 . C25 . C20 . 120.8(2) yes
C24 . C25 . H191 . 119.9 no
C20 . C25 . H191 . 119.2 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C2 . H41 . O8 3_464 145 0.97 2.41 3.254(4) yes


# looking for ARCHIVE-HKL.CIF 


#==============================================================================#==============================================================================
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2k
_database_code_depnum_ccdc_archive 'CCDC 2349119'
loop_
_audit_author_name
_audit_author_address
'Timothy Jenkins'
;University of Oxford
United Kingdom
;
_audit_update_record             
;
2024-04-17 deposited with the CCDC.	2024-08-15 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT097_2k                  
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.05 eA-3
RESPONSE: Residue 3 in the structure shows some disorder, with the molecule twisting in place to give two possible positions of the residue. Attempts to model the disorder were deleterious to the stability of  	the structure and as such were abandoned. If the disorder had been  	modelled successfully, the second position would have been a small fraction of the total occupancy.
;
_vrf_DIFMX02_2k                  
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: Residue 3 in the structure shows some disorder, with the molecule twisting in place to give two possible positions of the residue. Attempts to model the disorder were deleterious to the stability of the structure and as such were abandoned. If the disorder had been modelled successfully, the second position would have been a small fraction of the total occupancy.
;
_vrf_PLAT094_2k                  
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.69 Report
RESPONSE: Residue 3 in the structure shows some disorder, with the molecule twisting in place to give two possible positions of the residue. Attempts to model the disorder were deleterious to the stability of the structure and as such were abandoned. If the disorder had been modelled successfully, the second position would have been a small fraction of the total occupancy.
;
# Added during the CSD deposition process: Wednesday 17 April 2024 05:46 PM
# end Validation Reply Form

#==============================================================================
_audit_creation_date             2023-06-12
_audit_creation_method           'CRYSTALS_ver_14_build_c42b451 '

_oxford_structure_analysis_title 028tjd23MJ05
_chemical_name_systematic        .
_chemical_melting_point          'not measured'
_cell_length_a                   9.3701(2)
_cell_length_b                   40.8864(8)
_cell_length_c                   14.5271(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.7820(19)
_cell_angle_gamma                90
_cell_volume                     5546.1(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            12

# Given Formula = C24 H22 O2 
# Dc =      1.23 Fooo =   2184.00 Mu =      6.02 M =    342.44
# Found Formula = C24 H22 O2 
# Dc =      1.23 FOOO =   2184.00 Mu =      6.02 M =    342.44

_chemical_formula_sum            'C24 H22 O2'
_chemical_formula_moiety         'C24 H22 O2'
_chemical_compound_source        .
_chemical_formula_weight         342.44


_cell_measurement_reflns_used    15318
_cell_measurement_theta_min      3.68
_cell_measurement_theta_max      76.04
_cell_measurement_temperature    150

_exptl_crystal_description       needle
_exptl_crystal_colour            'translucent clear colourless'
_exptl_crystal_size_min          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_max          0.20

_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2184
_exptl_absorpt_coefficient_mu    0.602

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            65241
_diffrn_reflns_av_unetI/netI     0.070
_reflns_number_total             11588
_diffrn_reflns_av_R_equivalents  0.046
# Number of reflections with Friedels Law is 11588 
# Theoretical number of reflections is about 23334 


_diffrn_reflns_theta_min         3.741
_diffrn_reflns_theta_max         76.589
_diffrn_measured_fraction_theta_max 0.993

_diffrn_reflns_theta_full        75.057
_diffrn_measured_fraction_theta_full 0.998


_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -51
_diffrn_reflns_limit_k_max       51
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       18
_reflns_limit_h_min              -11
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              51
_reflns_limit_l_min              0
_reflns_limit_l_max              18

_oxford_diffrn_Wilson_B_factor   2.67
_oxford_diffrn_Wilson_scale      0.12

_atom_sites_solution_primary     other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.39
_refine_diff_density_max         1.05


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     703
_refine_ls_number_reflns         11588
_refine_ls_R_factor_ref          0.0623
_refine_ls_wR_factor_ref         0.1275
_refine_ls_goodness_of_fit_ref   0.9945
_refine_ls_shift/su_max          0.0010673
_refine_ls_shift/su_mean         0.0000706


# Computed with I/sigma = -10 
_reflns_number_all               11588
_refine_ls_R_factor_all          0.0623
_refine_ls_wR_factor_all         0.1275

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                9189
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_gt          0.1154


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.05P)² + 3.02P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C101 C 0.03223(18) 0.50566(4) 0.11675(11) 0.0284 1.0000 Uani . . . . . .
O102 O 0.01715(16) 0.47739(3) 0.09515(9) 0.0406 1.0000 Uani . . . . . .
C103 C -0.07939(17) 0.53121(4) 0.12972(11) 0.0285 1.0000 Uani . . . . . .
C104 C 0.00360(16) 0.56317(4) 0.12789(11) 0.0258 1.0000 Uani . . . . . .
C105 C 0.15681(16) 0.55294(4) 0.16352(10) 0.0227 1.0000 Uani . . . . . .
O106 O 0.16475(12) 0.51880(3) 0.13340(8) 0.0268 1.0000 Uani . . . . . .
C107 C 0.18298(15) 0.55421(4) 0.26826(10) 0.0223 1.0000 Uani . . . . . .
C108 C 0.16176(17) 0.58370(4) 0.31388(11) 0.0270 1.0000 Uani . . . . . .
C109 C 0.19204(18) 0.58628(4) 0.40870(12) 0.0315 1.0000 Uani . . . . . .
C110 C 0.24406(19) 0.55951(5) 0.45919(11) 0.0342 1.0000 Uani . . . . . .
C111 C 0.26614(18) 0.53022(5) 0.41487(12) 0.0325 1.0000 Uani . . . . . .
C112 C 0.23656(17) 0.52750(4) 0.31967(11) 0.0261 1.0000 Uani . . . . . .
C113 C 0.28102(16) 0.57078(4) 0.12304(10) 0.0259 1.0000 Uani . . . . . .
C114 C 0.27041(16) 0.57418(4) 0.01704(10) 0.0243 1.0000 Uani . . . . . .
C115 C 0.42163(17) 0.57493(4) -0.01446(10) 0.0266 1.0000 Uani . . . . . .
C116 C 0.4799(2) 0.54659(5) -0.04840(13) 0.0378 1.0000 Uani . . . . . .
C117 C 0.6200(2) 0.54608(6) -0.07356(14) 0.0470 1.0000 Uani . . . . . .
C118 C 0.70381(19) 0.57374(6) -0.06458(12) 0.0428 1.0000 Uani . . . . . .
C119 C 0.6477(2) 0.60210(6) -0.03107(14) 0.0429 1.0000 Uani . . . . . .
C120 C 0.50713(19) 0.60275(5) -0.00602(13) 0.0357 1.0000 Uani . . . . . .
C121 C 0.18166(16) 0.60321(4) -0.02025(10) 0.0237 1.0000 Uani . . . . . .
C122 C 0.17709(17) 0.63329(4) 0.02497(11) 0.0275 1.0000 Uani . . . . . .
C123 C 0.09458(18) 0.65888(4) -0.01362(12) 0.0298 1.0000 Uani . . . . . .
C124 C 0.01594(19) 0.65510(4) -0.09770(13) 0.0338 1.0000 Uani . . . . . .
C125 C 0.0192(2) 0.62529(5) -0.14283(12) 0.0361 1.0000 Uani . . . . . .
C126 C 0.10098(18) 0.59971(4) -0.10495(11) 0.0291 1.0000 Uani . . . . . .
C201 C 0.59752(19) 0.34456(5) 0.69718(14) 0.0379 1.0000 Uani . . . . . .
O202 O 0.69474(16) 0.33166(4) 0.74303(12) 0.0535 1.0000 Uani . . . . . .
C203 C 0.5348(2) 0.33591(5) 0.60207(14) 0.0405 1.0000 Uani . . . . . .
C204 C 0.44763(19) 0.36610(5) 0.57220(12) 0.0334 1.0000 Uani . . . . . .
C205 C 0.40392(18) 0.37935(4) 0.66446(11) 0.0289 1.0000 Uani . . . . . .
O206 O 0.52831(13) 0.37045(3) 0.72915(8) 0.0338 1.0000 Uani . . . . . .
C207 C 0.27308(18) 0.36286(4) 0.70010(12) 0.0292 1.0000 Uani . . . . . .
C208 C 0.15918(19) 0.35098(4) 0.64206(13) 0.0345 1.0000 Uani . . . . . .
C209 C 0.0389(2) 0.33808(5) 0.67893(16) 0.0410 1.0000 Uani . . . . . .
C210 C 0.0313(2) 0.33643(5) 0.77313(16) 0.0441 1.0000 Uani . . . . . .
C211 C 0.1439(2) 0.34806(6) 0.83122(16) 0.0469 1.0000 Uani . . . . . .
C212 C 0.2633(2) 0.36126(5) 0.79514(13) 0.0394 1.0000 Uani . . . . . .
C213 C 0.39610(17) 0.41665(4) 0.67215(11) 0.0292 1.0000 Uani . . . . . .
C214 C 0.26329(17) 0.43223(4) 0.62079(10) 0.0258 1.0000 Uani . . . . . .
C215 C 0.24275(18) 0.46804(4) 0.64615(11) 0.0271 1.0000 Uani . . . . . .
C216 C 0.11130(19) 0.48248(4) 0.61799(11) 0.0301 1.0000 Uani . . . . . .
C217 C 0.0797(2) 0.51416(4) 0.64272(13) 0.0357 1.0000 Uani . . . . . .
C218 C 0.1804(2) 0.53224(4) 0.69629(13) 0.0392 1.0000 Uani . . . . . .
C219 C 0.3127(2) 0.51872(5) 0.72292(13) 0.0404 1.0000 Uani . . . . . .
C220 C 0.3449(2) 0.48679(5) 0.69764(12) 0.0341 1.0000 Uani . . . . . .
C221 C 0.25845(17) 0.42896(4) 0.51594(11) 0.0259 1.0000 Uani . . . . . .
C222 C 0.14385(18) 0.41316(4) 0.46791(12) 0.0305 1.0000 Uani . . . . . .
C223 C 0.1343(2) 0.41072(5) 0.37248(13) 0.0396 1.0000 Uani . . . . . .
C224 C 0.2391(2) 0.42432(5) 0.32349(13) 0.0441 1.0000 Uani . . . . . .
C225 C 0.3540(2) 0.44011(5) 0.37018(14) 0.0420 1.0000 Uani . . . . . .
C226 C 0.36377(19) 0.44256(4) 0.46619(13) 0.0333 1.0000 Uani . . . . . .
C301 C 0.2466(2) 0.64799(6) 0.64103(14) 0.0435 1.0000 Uani . . . . . .
O302 O 0.14242(19) 0.65141(5) 0.58631(12) 0.0653 1.0000 Uani . . . . . .
C303 C 0.3393(3) 0.61916(5) 0.65774(16) 0.0496 1.0000 Uani . . . . . .
C304 C 0.4194(2) 0.62586(5) 0.74965(14) 0.0427 1.0000 Uani . . . . . .
C305 C 0.42715(19) 0.66423(5) 0.74953(12) 0.0333 1.0000 Uani . . . . . .
O306 O 0.29327(13) 0.67281(3) 0.69549(9) 0.0369 1.0000 Uani . . . . . .
C307 C 0.55158(18) 0.67652(4) 0.69741(11) 0.0287 1.0000 Uani . . . . . .
C308 C 0.6905(2) 0.66684(5) 0.72604(13) 0.0354 1.0000 Uani . . . . . .
C309 C 0.8051(2) 0.67739(5) 0.67965(14) 0.0401 1.0000 Uani . . . . . .
C310 C 0.7834(2) 0.69804(5) 0.60421(13) 0.0373 1.0000 Uani . . . . . .
C311 C 0.6461(2) 0.70799(5) 0.57582(13) 0.0369 1.0000 Uani . . . . . .
C312 C 0.53075(19) 0.69716(4) 0.62170(12) 0.0328 1.0000 Uani . . . . . .
C313 C 0.4238(2) 0.67793(5) 0.84652(13) 0.0372 1.0000 Uani . . . . . .
C314 C 0.4273(2) 0.71554(5) 0.85321(14) 0.0366 1.0000 Uani . . . . . .
C315 C 0.57863(19) 0.72956(4) 0.85682(14) 0.0361 1.0000 Uani . . . . . .
C316 C 0.6868(2) 0.72005(5) 0.92358(15) 0.0413 1.0000 Uani . . . . . .
C317 C 0.8237(2) 0.73362(5) 0.92399(17) 0.0466 1.0000 Uani . . . . . .
C318 C 0.8529(2) 0.75634(5) 0.85902(19) 0.0518 1.0000 Uani . . . . . .
C319 C 0.7461(2) 0.76617(6) 0.79352(19) 0.0546 1.0000 Uani . . . . . .
C320 C 0.6101(2) 0.75286(5) 0.79257(16) 0.0436 1.0000 Uani . . . . . .
C321 C 0.35144(19) 0.72829(4) 0.93634(14) 0.0354 1.0000 Uani . . . . . .
C322 C 0.3641(2) 0.71374(5) 1.02206(15) 0.0445 1.0000 Uani . . . . . .
C323 C 0.2920(3) 0.72600(6) 1.09428(15) 0.0516 1.0000 Uani . . . . . .
C324 C 0.2053(2) 0.75368(6) 1.08164(15) 0.0501 1.0000 Uani . . . . . .
C325 C 0.1946(2) 0.76892(6) 0.99622(15) 0.0456 1.0000 Uani . . . . . .
C326 C 0.2668(2) 0.75613(5) 0.92484(14) 0.0386 1.0000 Uani . . . . . .
H1031 H -0.1186 0.5274 0.1891 0.0326 1.0000 Uiso R . . . . .
H1032 H -0.1559 0.5296 0.0827 0.0333 1.0000 Uiso R . . . . .
H1041 H -0.0343 0.5802 0.1658 0.0297 1.0000 Uiso R . . . . .
H1042 H 0.0012 0.5714 0.0646 0.0290 1.0000 Uiso R . . . . .
H1081 H 0.1272 0.6020 0.2788 0.0305 1.0000 Uiso R . . . . .
H1091 H 0.1757 0.6064 0.4382 0.0350 1.0000 Uiso R . . . . .
H1101 H 0.2636 0.5608 0.5241 0.0394 1.0000 Uiso R . . . . .
H1111 H 0.3003 0.5118 0.4499 0.0380 1.0000 Uiso R . . . . .
H1121 H 0.2532 0.5073 0.2896 0.0287 1.0000 Uiso R . . . . .
H1131 H 0.2935 0.5925 0.1529 0.0290 1.0000 Uiso R . . . . .
H1132 H 0.3673 0.5577 0.1429 0.0280 1.0000 Uiso R . . . . .
H1141 H 0.2225 0.5538 -0.0093 0.0267 1.0000 Uiso R . . . . .
H1161 H 0.4224 0.5274 -0.0541 0.0429 1.0000 Uiso R . . . . .
H1171 H 0.6587 0.5268 -0.0971 0.0547 1.0000 Uiso R . . . . .
H1181 H 0.8004 0.5732 -0.0810 0.0479 1.0000 Uiso R . . . . .
H1191 H 0.7058 0.6219 -0.0243 0.0496 1.0000 Uiso R . . . . .
H1201 H 0.4706 0.6224 0.0181 0.0416 1.0000 Uiso R . . . . .
H1221 H 0.2282 0.6367 0.0823 0.0311 1.0000 Uiso R . . . . .
H1231 H 0.0917 0.6793 0.0176 0.0347 1.0000 Uiso R . . . . .
H1241 H -0.0402 0.6723 -0.1248 0.0388 1.0000 Uiso R . . . . .
H1251 H -0.0344 0.6223 -0.2006 0.0411 1.0000 Uiso R . . . . .
H1261 H 0.1026 0.5798 -0.1360 0.0320 1.0000 Uiso R . . . . .
H2031 H 0.6100 0.3307 0.5611 0.0459 1.0000 Uiso R . . . . .
H2032 H 0.4716 0.3166 0.6054 0.0462 1.0000 Uiso R . . . . .
H2041 H 0.5068 0.3826 0.5439 0.0373 1.0000 Uiso R . . . . .
H2042 H 0.3645 0.3618 0.5293 0.0380 1.0000 Uiso R . . . . .
H2081 H 0.1641 0.3518 0.5778 0.0383 1.0000 Uiso R . . . . .
H2091 H -0.0363 0.3307 0.6380 0.0485 1.0000 Uiso R . . . . .
H2101 H -0.0512 0.3273 0.7976 0.0497 1.0000 Uiso R . . . . .
H2111 H 0.1390 0.3464 0.8969 0.0541 1.0000 Uiso R . . . . .
H2121 H 0.3412 0.3695 0.8360 0.0466 1.0000 Uiso R . . . . .
H2131 H 0.3937 0.4220 0.7367 0.0333 1.0000 Uiso R . . . . .
H2132 H 0.4848 0.4261 0.6502 0.0330 1.0000 Uiso R . . . . .
H2141 H 0.1800 0.4204 0.6398 0.0276 1.0000 Uiso R . . . . .
H2161 H 0.0417 0.4700 0.5824 0.0342 1.0000 Uiso R . . . . .
H2171 H -0.0129 0.5237 0.6230 0.0410 1.0000 Uiso R . . . . .
H2181 H 0.1576 0.5540 0.7154 0.0443 1.0000 Uiso R . . . . .
H2191 H 0.3813 0.5316 0.7583 0.0466 1.0000 Uiso R . . . . .
H2201 H 0.4366 0.4779 0.7160 0.0385 1.0000 Uiso R . . . . .
H2221 H 0.0692 0.4041 0.5011 0.0352 1.0000 Uiso R . . . . .
H2231 H 0.0541 0.3999 0.3410 0.0453 1.0000 Uiso R . . . . .
H2241 H 0.2316 0.4232 0.2582 0.0501 1.0000 Uiso R . . . . .
H2251 H 0.4274 0.4495 0.3372 0.0480 1.0000 Uiso R . . . . .
H2261 H 0.4410 0.4536 0.4977 0.0363 1.0000 Uiso R . . . . .
H3031 H 0.4077 0.6177 0.6085 0.0566 1.0000 Uiso R . . . . .
H3032 H 0.2810 0.5992 0.6563 0.0566 1.0000 Uiso R . . . . .
H3041 H 0.5168 0.6156 0.7558 0.0493 1.0000 Uiso R . . . . .
H3042 H 0.3647 0.6190 0.8003 0.0493 1.0000 Uiso R . . . . .
H3081 H 0.7084 0.6530 0.7780 0.0401 1.0000 Uiso R . . . . .
H3091 H 0.8990 0.6704 0.6987 0.0467 1.0000 Uiso R . . . . .
H3101 H 0.8616 0.7053 0.5716 0.0417 1.0000 Uiso R . . . . .
H3111 H 0.6308 0.7223 0.5238 0.0423 1.0000 Uiso R . . . . .
H3121 H 0.4373 0.7041 0.6010 0.0377 1.0000 Uiso R . . . . .
H3131 H 0.5062 0.6681 0.8869 0.0433 1.0000 Uiso R . . . . .
H3132 H 0.3326 0.6703 0.8705 0.0421 1.0000 Uiso R . . . . .
H3141 H 0.3662 0.7225 0.7941 0.0423 1.0000 Uiso R . . . . .
H3161 H 0.6695 0.7047 0.9702 0.0481 1.0000 Uiso R . . . . .
H3171 H 0.8965 0.7271 0.9697 0.0530 1.0000 Uiso R . . . . .
H3181 H 0.9456 0.7654 0.8593 0.0585 1.0000 Uiso R . . . . .
H3191 H 0.7649 0.7821 0.7490 0.0632 1.0000 Uiso R . . . . .
H3201 H 0.5369 0.7597 0.7471 0.0514 1.0000 Uiso R . . . . .
H3221 H 0.4251 0.6945 1.0325 0.0523 1.0000 Uiso R . . . . .
H3231 H 0.3016 0.7155 1.1522 0.0595 1.0000 Uiso R . . . . .
H3241 H 0.1555 0.7625 1.1302 0.0568 1.0000 Uiso R . . . . .
H3251 H 0.1385 0.7880 0.9873 0.0529 1.0000 Uiso R . . . . .
H3261 H 0.2588 0.7673 0.8644 0.0447 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          2.88(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C101 . O102 . 1.203(2) yes
C101 . C103 . 1.501(2) yes
C101 . O106 . 1.356(2) yes
C103 . C104 . 1.522(2) yes
C103 . H1031 . 0.977 no
C103 . H1032 . 0.950 no
C104 . C105 . 1.543(2) yes
C104 . H1041 . 0.973 no
C104 . H1042 . 0.978 no
C105 . O106 . 1.4667(18) yes
C105 . C107 . 1.522(2) yes
C105 . C113 . 1.532(2) yes
C107 . C108 . 1.398(2) yes
C107 . C112 . 1.393(2) yes
C108 . C109 . 1.387(2) yes
C108 . H1081 . 0.948 no
C109 . C110 . 1.383(3) yes
C109 . H1091 . 0.947 no
C110 . C111 . 1.384(3) yes
C110 . H1101 . 0.947 no
C111 . C112 . 1.392(2) yes
C111 . H1111 . 0.950 no
C112 . H1121 . 0.952 no
C113 . C114 . 1.541(2) yes
C113 . H1131 . 0.990 no
C113 . H1132 . 0.991 no
C114 . C115 . 1.525(2) yes
C114 . C121 . 1.523(2) yes
C114 . H1141 . 1.006 no
C115 . C116 . 1.389(3) yes
C115 . C120 . 1.391(3) yes
C116 . C117 . 1.392(3) yes
C116 . H1161 . 0.953 no
C117 . C118 . 1.377(3) yes
C117 . H1171 . 0.945 no
C118 . C119 . 1.379(3) yes
C118 . H1181 . 0.955 no
C119 . C120 . 1.396(3) yes
C119 . H1191 . 0.974 no
C120 . H1201 . 0.952 no
C121 . C122 . 1.397(2) yes
C121 . C126 . 1.397(2) yes
C122 . C123 . 1.391(2) yes
C122 . H1221 . 0.936 no
C123 . C124 . 1.382(2) yes
C123 . H1231 . 0.951 no
C124 . C125 . 1.385(3) yes
C124 . H1241 . 0.946 no
C125 . C126 . 1.383(2) yes
C125 . H1251 . 0.950 no
C126 . H1261 . 0.932 no
C201 . O202 . 1.204(2) yes
C201 . C203 . 1.498(3) yes
C201 . O206 . 1.344(2) yes
C203 . C204 . 1.523(2) yes
C203 . H2031 . 0.984 no
C203 . H2032 . 0.992 no
C204 . C205 . 1.533(2) yes
C204 . H2041 . 0.985 no
C204 . H2042 . 0.972 no
C205 . O206 . 1.4804(19) yes
C205 . C207 . 1.527(2) yes
C205 . C213 . 1.531(2) yes
C207 . C208 . 1.391(2) yes
C207 . C212 . 1.393(3) yes
C208 . C209 . 1.391(3) yes
C208 . H2081 . 0.939 no
C209 . C210 . 1.378(3) yes
C209 . H2091 . 0.933 no
C210 . C211 . 1.380(3) yes
C210 . H2101 . 0.953 no
C211 . C212 . 1.384(3) yes
C211 . H2111 . 0.961 no
C212 . H2121 . 0.963 no
C213 . C214 . 1.535(2) yes
C213 . H2131 . 0.965 no
C213 . H2132 . 0.993 no
C214 . C215 . 1.526(2) yes
C214 . C221 . 1.526(2) yes
C214 . H2141 . 0.977 no
C215 . C216 . 1.396(2) yes
C215 . C220 . 1.394(2) yes
C216 . C217 . 1.383(2) yes
C216 . H2161 . 0.946 no
C217 . C218 . 1.386(3) yes
C217 . H2171 . 0.972 no
C218 . C219 . 1.383(3) yes
C218 . H2181 . 0.963 no
C219 . C220 . 1.396(3) yes
C219 . H2191 . 0.948 no
C220 . H2201 . 0.951 no
C221 . C222 . 1.390(2) yes
C221 . C226 . 1.387(2) yes
C222 . C223 . 1.385(3) yes
C222 . H2221 . 0.957 no
C223 . C224 . 1.378(3) yes
C223 . H2231 . 0.954 no
C224 . C225 . 1.383(3) yes
C224 . H2241 . 0.947 no
C225 . C226 . 1.394(3) yes
C225 . H2251 . 0.952 no
C226 . H2261 . 0.939 no
C301 . O302 . 1.214(3) yes
C301 . C303 . 1.472(3) yes
C301 . O306 . 1.338(2) yes
C303 . C304 . 1.502(3) yes
C303 . H3031 . 1.001 no
C303 . H3032 . 0.980 no
C304 . C305 . 1.571(3) yes
C304 . H3041 . 1.002 no
C304 . H3042 . 0.973 no
C305 . O306 . 1.466(2) yes
C305 . C307 . 1.527(2) yes
C305 . C313 . 1.519(2) yes
C307 . C308 . 1.391(3) yes
C307 . C312 . 1.387(2) yes
C308 . C309 . 1.383(3) yes
C308 . H3081 . 0.948 no
C309 . C310 . 1.385(3) yes
C309 . H3091 . 0.944 no
C310 . C311 . 1.380(3) yes
C310 . H3101 . 0.951 no
C311 . C312 . 1.389(3) yes
C311 . H3111 . 0.956 no
C312 . H3121 . 0.946 no
C313 . C314 . 1.541(3) yes
C313 . H3131 . 1.013 no
C313 . H3132 . 1.001 no
C314 . C315 . 1.526(2) yes
C314 . C321 . 1.542(3) yes
C314 . H3141 . 1.031 no
C315 . C316 . 1.398(3) yes
C315 . C320 . 1.383(3) yes
C316 . C317 . 1.397(3) yes
C316 . H3161 . 0.948 no
C317 . C318 . 1.368(4) yes
C317 . H3171 . 0.950 no
C318 . C319 . 1.382(3) yes
C318 . H3181 . 0.944 no
C319 . C320 . 1.385(3) yes
C319 . H3191 . 0.944 no
C320 . H3201 . 0.954 no
C321 . C322 . 1.376(3) yes
C321 . C326 . 1.389(3) yes
C322 . C323 . 1.388(3) yes
C322 . H3221 . 0.977 no
C323 . C324 . 1.396(4) yes
C323 . H3231 . 0.943 no
C324 . C325 . 1.385(3) yes
C324 . H3241 . 0.949 no
C325 . C326 . 1.387(3) yes
C325 . H3251 . 0.943 no
C326 . H3261 . 0.987 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O102 . C101 . C103 . 129.31(16) yes
O102 . C101 . O106 . 120.86(16) yes
C103 . C101 . O106 . 109.83(13) yes
C101 . C103 . C104 . 103.47(13) yes
C101 . C103 . H1031 . 108.4 no
C104 . C103 . H1031 . 112.5 no
C101 . C103 . H1032 . 110.7 no
C104 . C103 . H1032 . 113.7 no
H1031 . C103 . H1032 . 107.9 no
C103 . C104 . C105 . 102.94(13) yes
C103 . C104 . H1041 . 113.1 no
C105 . C104 . H1041 . 112.1 no
C103 . C104 . H1042 . 109.9 no
C105 . C104 . H1042 . 110.9 no
H1041 . C104 . H1042 . 107.8 no
C104 . C105 . O106 . 103.11(12) yes
C104 . C105 . C107 . 113.21(12) yes
O106 . C105 . C107 . 108.83(12) yes
C104 . C105 . C113 . 117.23(13) yes
O106 . C105 . C113 . 106.24(12) yes
C107 . C105 . C113 . 107.66(12) yes
C105 . O106 . C101 . 111.21(12) yes
C105 . C107 . C108 . 119.07(14) yes
C105 . C107 . C112 . 122.03(14) yes
C108 . C107 . C112 . 118.76(14) yes
C107 . C108 . C109 . 120.73(15) yes
C107 . C108 . H1081 . 118.9 no
C109 . C108 . H1081 . 120.4 no
C108 . C109 . C110 . 120.01(16) yes
C108 . C109 . H1091 . 119.2 no
C110 . C109 . H1091 . 120.8 no
C109 . C110 . C111 . 119.86(15) yes
C109 . C110 . H1101 . 120.8 no
C111 . C110 . H1101 . 119.3 no
C110 . C111 . C112 . 120.41(16) yes
C110 . C111 . H1111 . 119.7 no
C112 . C111 . H1111 . 119.9 no
C107 . C112 . C111 . 120.22(16) yes
C107 . C112 . H1121 . 119.9 no
C111 . C112 . H1121 . 119.9 no
C105 . C113 . C114 . 116.02(13) yes
C105 . C113 . H1131 . 108.9 no
C114 . C113 . H1131 . 110.6 no
C105 . C113 . H1132 . 105.0 no
C114 . C113 . H1132 . 108.8 no
H1131 . C113 . H1132 . 107.0 no
C113 . C114 . C115 . 108.51(12) yes
C113 . C114 . C121 . 114.43(13) yes
C115 . C114 . C121 . 111.78(13) yes
C113 . C114 . H1141 . 107.1 no
C115 . C114 . H1141 . 107.4 no
C121 . C114 . H1141 . 107.3 no
C114 . C115 . C116 . 119.49(16) yes
C114 . C115 . C120 . 122.19(15) yes
C116 . C115 . C120 . 118.24(16) yes
C115 . C116 . C117 . 120.9(2) yes
C115 . C116 . H1161 . 118.9 no
C117 . C116 . H1161 . 120.2 no
C116 . C117 . C118 . 120.4(2) yes
C116 . C117 . H1171 . 120.5 no
C118 . C117 . H1171 . 119.2 no
C117 . C118 . C119 . 119.53(17) yes
C117 . C118 . H1181 . 120.2 no
C119 . C118 . H1181 . 120.3 no
C118 . C119 . C120 . 120.3(2) yes
C118 . C119 . H1191 . 120.4 no
C120 . C119 . H1191 . 119.3 no
C119 . C120 . C115 . 120.71(19) yes
C119 . C120 . H1201 . 119.2 no
C115 . C120 . H1201 . 120.1 no
C114 . C121 . C122 . 123.81(14) yes
C114 . C121 . C126 . 118.21(14) yes
C122 . C121 . C126 . 117.98(15) yes
C121 . C122 . C123 . 120.71(15) yes
C121 . C122 . H1221 . 121.0 no
C123 . C122 . H1221 . 118.3 no
C122 . C123 . C124 . 120.64(16) yes
C122 . C123 . H1231 . 120.3 no
C124 . C123 . H1231 . 119.1 no
C123 . C124 . C125 . 119.07(16) yes
C123 . C124 . H1241 . 121.5 no
C125 . C124 . H1241 . 119.4 no
C124 . C125 . C126 . 120.68(16) yes
C124 . C125 . H1251 . 120.1 no
C126 . C125 . H1251 . 119.3 no
C121 . C126 . C125 . 120.92(15) yes
C121 . C126 . H1261 . 119.1 no
C125 . C126 . H1261 . 120.0 no
O202 . C201 . C203 . 128.9(2) yes
O202 . C201 . O206 . 121.21(19) yes
C203 . C201 . O206 . 109.93(15) yes
C201 . C203 . C204 . 103.38(16) yes
C201 . C203 . H2031 . 111.3 no
C204 . C203 . H2031 . 113.4 no
C201 . C203 . H2032 . 109.4 no
C204 . C203 . H2032 . 110.6 no
H2031 . C203 . H2032 . 108.6 no
C203 . C204 . C205 . 102.32(14) yes
C203 . C204 . H2041 . 111.5 no
C205 . C204 . H2041 . 108.9 no
C203 . C204 . H2042 . 114.8 no
C205 . C204 . H2042 . 111.4 no
H2041 . C204 . H2042 . 107.7 no
C204 . C205 . O206 . 102.39(13) yes
C204 . C205 . C207 . 114.90(14) yes
O206 . C205 . C207 . 106.74(13) yes
C204 . C205 . C213 . 115.70(14) yes
O206 . C205 . C213 . 103.79(13) yes
C207 . C205 . C213 . 111.75(14) yes
C205 . O206 . C201 . 110.56(13) yes
C205 . C207 . C208 . 123.07(16) yes
C205 . C207 . C212 . 118.54(15) yes
C208 . C207 . C212 . 118.29(17) yes
C207 . C208 . C209 . 120.27(18) yes
C207 . C208 . H2081 . 119.4 no
C209 . C208 . H2081 . 120.3 no
C208 . C209 . C210 . 120.76(18) yes
C208 . C209 . H2091 . 118.0 no
C210 . C209 . H2091 . 121.2 no
C209 . C210 . C211 . 119.36(18) yes
C209 . C210 . H2101 . 120.0 no
C211 . C210 . H2101 . 120.6 no
C210 . C211 . C212 . 120.3(2) yes
C210 . C211 . H2111 . 119.0 no
C212 . C211 . H2111 . 120.7 no
C207 . C212 . C211 . 121.05(18) yes
C207 . C212 . H2121 . 119.1 no
C211 . C212 . H2121 . 119.9 no
C205 . C213 . C214 . 114.81(13) yes
C205 . C213 . H2131 . 107.7 no
C214 . C213 . H2131 . 107.1 no
C205 . C213 . H2132 . 108.6 no
C214 . C213 . H2132 . 110.4 no
H2131 . C213 . H2132 . 108.1 no
C213 . C214 . C215 . 113.22(13) yes
C213 . C214 . C221 . 113.84(13) yes
C215 . C214 . C221 . 109.34(13) yes
C213 . C214 . H2141 . 107.0 no
C215 . C214 . H2141 . 106.6 no
C221 . C214 . H2141 . 106.3 no
C214 . C215 . C216 . 117.44(14) yes
C214 . C215 . C220 . 124.21(16) yes
C216 . C215 . C220 . 118.33(16) yes
C215 . C216 . C217 . 121.50(17) yes
C215 . C216 . H2161 . 118.9 no
C217 . C216 . H2161 . 119.6 no
C216 . C217 . C218 . 119.69(18) yes
C216 . C217 . H2171 . 120.2 no
C218 . C217 . H2171 . 120.1 no
C217 . C218 . C219 . 119.77(17) yes
C217 . C218 . H2181 . 119.9 no
C219 . C218 . H2181 . 120.3 no
C218 . C219 . C220 . 120.58(17) yes
C218 . C219 . H2191 . 118.8 no
C220 . C219 . H2191 . 120.6 no
C219 . C220 . C215 . 120.09(18) yes
C219 . C220 . H2201 . 119.7 no
C215 . C220 . H2201 . 120.2 no
C214 . C221 . C222 . 119.94(15) yes
C214 . C221 . C226 . 121.45(15) yes
C222 . C221 . C226 . 118.56(15) yes
C221 . C222 . C223 . 121.24(17) yes
C221 . C222 . H2221 . 119.6 no
C223 . C222 . H2221 . 119.2 no
C222 . C223 . C224 . 119.90(18) yes
C222 . C223 . H2231 . 119.8 no
C224 . C223 . H2231 . 120.3 no
C223 . C224 . C225 . 119.62(17) yes
C223 . C224 . H2241 . 120.1 no
C225 . C224 . H2241 . 120.3 no
C224 . C225 . C226 . 120.53(18) yes
C224 . C225 . H2251 . 120.5 no
C226 . C225 . H2251 . 119.0 no
C225 . C226 . C221 . 120.14(17) yes
C225 . C226 . H2261 . 120.4 no
C221 . C226 . H2261 . 119.5 no
O302 . C301 . C303 . 129.1(2) yes
O302 . C301 . O306 . 120.3(2) yes
C303 . C301 . O306 . 110.51(17) yes
C301 . C303 . C304 . 104.19(17) yes
C301 . C303 . H3031 . 109.5 no
C304 . C303 . H3031 . 110.1 no
C301 . C303 . H3032 . 110.0 no
C304 . C303 . H3032 . 114.0 no
H3031 . C303 . H3032 . 108.9 no
C303 . C304 . C305 . 101.59(16) yes
C303 . C304 . H3041 . 112.8 no
C305 . C304 . H3041 . 112.2 no
C303 . C304 . H3042 . 111.3 no
C305 . C304 . H3042 . 108.5 no
H3041 . C304 . H3042 . 110.1 no
C304 . C305 . O306 . 101.66(14) yes
C304 . C305 . C307 . 111.48(15) yes
O306 . C305 . C307 . 108.09(14) yes
C304 . C305 . C313 . 111.27(15) yes
O306 . C305 . C313 . 109.02(15) yes
C307 . C305 . C313 . 114.47(14) yes
C305 . O306 . C301 . 111.01(16) yes
C305 . C307 . C308 . 119.51(15) yes
C305 . C307 . C312 . 122.03(16) yes
C308 . C307 . C312 . 118.46(16) yes
C307 . C308 . C309 . 120.72(16) yes
C307 . C308 . H3081 . 120.4 no
C309 . C308 . H3081 . 118.8 no
C308 . C309 . C310 . 120.46(17) yes
C308 . C309 . H3091 . 120.3 no
C310 . C309 . H3091 . 119.2 no
C309 . C310 . C311 . 119.21(17) yes
C309 . C310 . H3101 . 121.0 no
C311 . C310 . H3101 . 119.8 no
C310 . C311 . C312 . 120.43(17) yes
C310 . C311 . H3111 . 119.4 no
C312 . C311 . H3111 . 120.2 no
C311 . C312 . C307 . 120.72(16) yes
C311 . C312 . H3121 . 119.2 no
C307 . C312 . H3121 . 120.1 no
C305 . C313 . C314 . 115.12(16) yes
C305 . C313 . H3131 . 108.5 no
C314 . C313 . H3131 . 110.4 no
C305 . C313 . H3132 . 107.0 no
C314 . C313 . H3132 . 107.8 no
H3131 . C313 . H3132 . 107.8 no
C313 . C314 . C315 . 113.06(16) yes
C313 . C314 . C321 . 112.22(16) yes
C315 . C314 . C321 . 109.50(14) yes
C313 . C314 . H3141 . 102.4 no
C315 . C314 . H3141 . 112.0 no
C321 . C314 . H3141 . 107.4 no
C314 . C315 . C316 . 122.48(19) yes
C314 . C315 . C320 . 119.04(18) yes
C316 . C315 . C320 . 118.47(18) yes
C315 . C316 . C317 . 120.3(2) yes
C315 . C316 . H3161 . 121.5 no
C317 . C316 . H3161 . 118.2 no
C316 . C317 . C318 . 120.2(2) yes
C316 . C317 . H3171 . 119.8 no
C318 . C317 . H3171 . 120.0 no
C317 . C318 . C319 . 119.83(19) yes
C317 . C318 . H3181 . 120.0 no
C319 . C318 . H3181 . 120.2 no
C318 . C319 . C320 . 120.4(2) yes
C318 . C319 . H3191 . 120.4 no
C320 . C319 . H3191 . 119.2 no
C319 . C320 . C315 . 120.8(2) yes
C319 . C320 . H3201 . 119.9 no
C315 . C320 . H3201 . 119.3 no
C314 . C321 . C322 . 123.48(18) yes
C314 . C321 . C326 . 118.59(18) yes
C322 . C321 . C326 . 117.92(19) yes
C321 . C322 . C323 . 121.1(2) yes
C321 . C322 . H3221 . 119.6 no
C323 . C322 . H3221 . 119.2 no
C322 . C323 . C324 . 120.5(2) yes
C322 . C323 . H3231 . 119.5 no
C324 . C323 . H3231 . 120.0 no
C323 . C324 . C325 . 118.7(2) yes
C323 . C324 . H3241 . 121.7 no
C325 . C324 . H3241 . 119.5 no
C324 . C325 . C326 . 119.8(2) yes
C324 . C325 . H3251 . 119.6 no
C326 . C325 . H3251 . 120.7 no
C321 . C326 . C325 . 121.9(2) yes
C321 . C326 . H3261 . 119.1 no
C325 . C326 . H3261 . 119.0 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C104 . H1042 . C121 . 132 0.98 2.53 3.270(3) yes
C117 . H1171 . O106 2_665 162 0.94 2.58 3.486(3) yes
C210 . H2101 . O202 1_455 130 0.95 2.45 3.153(3) yes
C323 . H3231 . O202 2_667 155 0.94 2.45 3.333(3) yes



_refine_special_details          
;
?
  Reflections are selected by the following conditions :-
  Minimum value of SQRTW        is   0.00
  Minimum value of RATIO        is  -3.00
;

