# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015
#######################################################################
#
# 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_mjh120026
_database_code_depnum_ccdc_archive 'CCDC 952229'
_audit_update_record
;
2014-12-18 deposited with the CCDC.
2015-01-16 downloaded from the CCDC.
;
_audit_creation_date 2014-12-17
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2014.12.09 svn.r3114 for OlexSys, GUI svn.r4963)
;
_shelxl_version_number 2014/6
_chemical_name_common ?
_chemical_name_systematic
(3aS*,5S*,10bS*)-5-(hydroxy(o-tolyl)amino)-10-tosyl-4,5,10,10b-tetrahydropyrrolo[3,4-a]carbazole-1,3(2H,3aH)-dione
_chemical_formula_moiety 'C28 H25 N3 O5 S, C H Cl3'
_chemical_formula_sum 'C29 H26 Cl3 N3 O5 S'
_chemical_formula_weight 634.94
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 10.0614(5)
_cell_length_b 10.2208(5)
_cell_length_c 15.2649(7)
_cell_angle_alpha 104.231(4)
_cell_angle_beta 95.071(4)
_cell_angle_gamma 109.240(4)
_cell_volume 1411.79(12)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 7995
_cell_measurement_temperature 150.0
_cell_measurement_theta_max 66.8641
_cell_measurement_theta_min 3.0366
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 4.017
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.86739
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear light yellow'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier light
_exptl_crystal_colour_primary yellow
_exptl_crystal_density_diffrn 1.494
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 656
_exptl_crystal_size_max 0.15
_exptl_crystal_size_mid 0.13
_exptl_crystal_size_min 0.12
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0264
_diffrn_reflns_av_unetI/netI 0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 13047
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full 67.679
_diffrn_reflns_theta_max 66.970
_diffrn_reflns_theta_min 3.039
_diffrn_ambient_temperature 150.0
_diffrn_detector_area_resol_mean 10.3968
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega 19.00 107.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 40.3405 38.0000 90.0000 88
#__ type_ start__ end____ width___ exp.time_
2 omega 7.00 85.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 40.3405 -125.0000 -150.0000 78
#__ type_ start__ end____ width___ exp.time_
3 omega -33.00 67.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 40.3405 -38.0000 -90.0000 100
#__ type_ start__ end____ width___ exp.time_
4 omega -117.00 -91.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -83.0000 125.0000 -180.0000 26
#__ type_ start__ end____ width___ exp.time_
5 omega 59.00 127.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -90.0000 20.0000 68
#__ type_ start__ end____ width___ exp.time_
6 omega 64.00 139.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 15.0000 60.0000 75
#__ type_ start__ end____ width___ exp.time_
7 omega 57.00 83.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -90.0000 175.0000 26
#__ type_ start__ end____ width___ exp.time_
8 omega 16.00 56.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -77.0000 -60.0000 40
#__ type_ start__ end____ width___ exp.time_
9 omega 28.00 56.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -90.0000 20.0000 28
#__ type_ start__ end____ width___ exp.time_
10 omega 25.00 72.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -45.0000 -180.0000 47
#__ type_ start__ end____ width___ exp.time_
11 omega 18.00 69.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -30.0000 -90.0000 51
#__ type_ start__ end____ width___ exp.time_
12 omega 20.00 76.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -45.0000 0.0000 56
#__ type_ start__ end____ width___ exp.time_
13 omega 22.00 61.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -61.0000 -120.0000 39
#__ type_ start__ end____ width___ exp.time_
14 omega 23.00 63.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -30.0000 120.0000 40
#__ type_ start__ end____ width___ exp.time_
15 omega 21.00 47.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -94.0000 -120.0000 26
#__ type_ start__ end____ width___ exp.time_
16 omega 118.00 146.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 30.0000 -90.0000 28
#__ type_ start__ end____ width___ exp.time_
17 omega 20.00 92.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -58.0000 87.0000 72
#__ type_ start__ end____ width___ exp.time_
18 omega 56.00 81.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -94.0000 -120.0000 25
#__ type_ start__ end____ width___ exp.time_
19 omega 28.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -30.0000 60.0000 25
#__ type_ start__ end____ width___ exp.time_
20 omega 60.00 89.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -77.0000 -60.0000 29
#__ type_ start__ end____ width___ exp.time_
21 omega 16.00 69.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -30.0000 -150.0000 53
#__ type_ start__ end____ width___ exp.time_
22 omega 50.00 75.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -45.0000 -30.0000 25
#__ type_ start__ end____ width___ exp.time_
23 omega 88.00 114.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -90.0000 175.0000 26
#__ type_ start__ end____ width___ exp.time_
24 omega 48.00 74.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 15.0000 150.0000 26
#__ type_ start__ end____ width___ exp.time_
25 omega 81.00 169.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 15.0000 150.0000 88
#__ type_ start__ end____ width___ exp.time_
26 omega 22.00 68.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -77.0000 90.0000 46
#__ type_ start__ end____ width___ exp.time_
27 omega 72.00 97.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -77.0000 90.0000 25
#__ type_ start__ end____ width___ exp.time_
28 omega 52.00 116.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -92.0000 -69.0000 64
#__ type_ start__ end____ width___ exp.time_
29 omega 42.00 67.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -77.0000 -30.0000 25
#__ type_ start__ end____ width___ exp.time_
30 omega 102.00 127.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -77.0000 -30.0000 25
#__ type_ start__ end____ width___ exp.time_
31 omega 28.00 53.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -125.0000 -120.0000 25
#__ type_ start__ end____ width___ exp.time_
32 omega 59.00 85.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -61.0000 -180.0000 26
#__ type_ start__ end____ width___ exp.time_
33 omega 97.00 124.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -92.0000 91.0000 27
;
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 -0.1053722000
_diffrn_orient_matrix_UB_12 -0.0253532000
_diffrn_orient_matrix_UB_13 0.0668680000
_diffrn_orient_matrix_UB_21 0.0620975000
_diffrn_orient_matrix_UB_22 -0.1064905000
_diffrn_orient_matrix_UB_23 0.0272736000
_diffrn_orient_matrix_UB_31 0.1107894000
_diffrn_orient_matrix_UB_32 0.1260378000
_diffrn_orient_matrix_UB_33 0.0775224000
_diffrn_radiation_monochromator mirror
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_source 'Enhance Ultra (Cu) X-ray Source'
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 4523
_reflns_number_total 4955
_reflns_odcompleteness_completeness 99.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 66.49
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2008)'
_computing_structure_solution 'XS (Sheldrick, 2008)'
_refine_diff_density_max 0.934
_refine_diff_density_min -0.686
_refine_diff_density_rms 0.065
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.050
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 397
_refine_ls_number_reflns 4955
_refine_ls_number_restraints 411
_refine_ls_R_factor_all 0.0537
_refine_ls_R_factor_gt 0.0490
_refine_ls_restrained_S_all 1.041
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0628P)^2^+1.8642P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1265
_refine_ls_wR_factor_ref 0.1296
_refine_special_details
;
There is a disordered Chloroform molecule in the
structure, the occupancies have been fixed to give
unit total occupancy at values of those close to
free refinement of the Cl atoms. The structure
could be squeezed, but the solvent molecule has
been left in for completeness, however moderate
restraints on Cl C distances were required to reach
refinement convergence.
;
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All N(H) groups
At 1.5 times of:
All C(H,H,H) groups, All O(H) groups
2. Restrained distances
Cl1S-C1S \\sim Cl1P-C1P \\sim Cl1T-C1T \\sim Cl3T-C1T \\sim Cl2T-C1T \\sim
Cl2S-C1S \\sim Cl2P-C1P ~
Cl3S-C1S \\sim Cl3P-C1P
with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C1P) = Uanis(C1S) = Uanis(C1T)
Uanis(Cl3P) = Uanis(Cl3S) = Uanis(Cl3T)
Uanis(Cl1T) = Uanis(Cl1P) = Uanis(Cl1S)
Uanis(Cl2T) = Uanis(Cl2S) = Uanis(Cl2P)
4. Rigid body (RIGU) restrains
All non-hydrogen atoms
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
Fixed Sof: C1P(0.65) H1P(0.65) Cl3P(0.65) Cl2P(0.65) Cl1P(0.65) C1S(0.25)
H1S(0.25) Cl3S(0.25) Cl1S(0.25) Cl2S(0.25) C1T(0.1) H1T(0.1) Cl2T(0.1)
Cl1T(0.1) Cl3T(0.1)
6.a Ternary CH refined with riding coordinates:
C8(H8), C10(H10), C13(H13), C1P(H1P), C1S(H1S), C1T(H1T)
6.b Secondary CH2 refined with riding coordinates:
C9(H9A,H9B)
6.c Aromatic/amide H refined with riding coordinates:
N2(H2), C2(H2A), C0AA(H0AA), C4(H4), C5(H5), C16(H16), C17(H17), C18(H18),
C19(H19), C23(H23), C24(H24), C26(H26), C27(H27)
6.d Idealised Me refined as rotating group:
C21(H21A,H21B,H21C), C28(H28A,H28B,H28C)
6.e Idealised tetrahedral OH refined as rotating group:
O3(H3)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.29026(6) 0.33820(6) 0.85351(4) 0.02107(16) Uani 1 1 d . U . . .
O0AA O 0.91089(18) 0.3071(2) 1.04995(12) 0.0301(4) Uani 1 1 d . U . . .
O2 O 0.43023(17) 0.08752(19) 0.93814(12) 0.0279(4) Uani 1 1 d . U . . .
O3 O 0.82618(18) 0.54595(17) 0.81553(11) 0.0247(4) Uani 1 1 d . U . . .
H3 H 0.9057 0.5955 0.8504 0.037 Uiso 1 1 calc GR . . . .
O4 O 0.34750(18) 0.37051(19) 0.94843(12) 0.0264(4) Uani 1 1 d . U . . .
O6 O 0.14199(17) 0.25446(18) 0.81924(13) 0.0276(4) Uani 1 1 d . U . . .
N1 N 0.38259(19) 0.2494(2) 0.79409(13) 0.0199(4) Uani 1 1 d . U . . .
N2 N 0.6682(2) 0.1764(2) 1.00692(13) 0.0232(4) Uani 1 1 d . U . . .
H2 H 0.6627 0.1156 1.0397 0.028 Uiso 1 1 calc R . . . .
N3 N 0.8423(2) 0.4334(2) 0.74316(13) 0.0201(4) Uani 1 1 d . U . . .
C1 C 0.3555(2) 0.2105(2) 0.69637(16) 0.0200(5) Uani 1 1 d . U . . .
C2 C 0.2265(3) 0.1648(3) 0.63517(18) 0.0272(5) Uani 1 1 d . U . . .
H2A H 0.1396 0.1603 0.6564 0.033 Uiso 1 1 calc R . . . .
C0AA C 0.2307(3) 0.1266(3) 0.54262(18) 0.0312(6) Uani 1 1 d . U . . .
H0AA H 0.1451 0.0970 0.4991 0.037 Uiso 1 1 calc R . . . .
C4 C 0.3578(3) 0.1303(3) 0.51122(17) 0.0299(6) Uani 1 1 d . U . . .
H4 H 0.3565 0.1009 0.4470 0.036 Uiso 1 1 calc R . . . .
C5 C 0.4854(3) 0.1763(3) 0.57217(16) 0.0244(5) Uani 1 1 d . U . . .
H5 H 0.5716 0.1788 0.5504 0.029 Uiso 1 1 calc R . . . .
C6 C 0.4850(2) 0.2188(2) 0.66637(16) 0.0194(5) Uani 1 1 d . U . . .
C7 C 0.5949(2) 0.2674(2) 0.74764(15) 0.0179(4) Uani 1 1 d . U . . .
C8 C 0.7519(2) 0.2918(2) 0.75423(15) 0.0184(4) Uani 1 1 d . U . . .
H8 H 0.7603 0.2139 0.7031 0.022 Uiso 1 1 calc R . . . .
C9 C 0.8106(2) 0.2732(3) 0.84410(16) 0.0206(5) Uani 1 1 d . U . . .
H9A H 0.9166 0.3115 0.8534 0.025 Uiso 1 1 calc R . . . .
H9B H 0.7792 0.1683 0.8380 0.025 Uiso 1 1 calc R . . . .
C10 C 0.7649(2) 0.3484(3) 0.93071(15) 0.0195(5) Uani 1 1 d . U . . .
H10 H 0.8177 0.4556 0.9505 0.023 Uiso 1 1 calc R . . . .
C11 C 0.7954(2) 0.2810(3) 1.00427(15) 0.0224(5) Uani 1 1 d . U . . .
C12 C 0.5505(2) 0.1766(3) 0.95303(15) 0.0210(5) Uani 1 1 d . U . . .
C13 C 0.6015(2) 0.3099(2) 0.91857(15) 0.0187(5) Uani 1 1 d . U . . .
H13 H 0.5812 0.3908 0.9599 0.022 Uiso 1 1 calc R . . . .
C14 C 0.5322(2) 0.2833(2) 0.82208(15) 0.0179(4) Uani 1 1 d . U . . .
C15 C 0.8002(2) 0.4531(2) 0.65575(16) 0.0212(5) Uani 1 1 d . U . . .
C16 C 0.7173(3) 0.5366(3) 0.64789(18) 0.0270(5) Uani 1 1 d . U . . .
H16 H 0.6862 0.5803 0.7005 0.032 Uiso 1 1 calc R . . . .
C17 C 0.6800(3) 0.5562(3) 0.56377(19) 0.0345(6) Uani 1 1 d . U . . .
H17 H 0.6237 0.6136 0.5588 0.041 Uiso 1 1 calc R . . . .
C18 C 0.7248(3) 0.4921(3) 0.48711(19) 0.0382(6) Uani 1 1 d . U . . .
H18 H 0.6992 0.5047 0.4292 0.046 Uiso 1 1 calc R . . . .
C19 C 0.8069(3) 0.4097(3) 0.49539(18) 0.0336(6) Uani 1 1 d . U . . .
H19 H 0.8377 0.3667 0.4424 0.040 Uiso 1 1 calc R . . . .
C20 C 0.8465(3) 0.3874(3) 0.57873(17) 0.0258(5) Uani 1 1 d . U . . .
C21 C 0.9338(3) 0.2935(3) 0.58211(19) 0.0332(6) Uani 1 1 d . U . . .
H21A H 0.9903 0.3233 0.6441 0.050 Uiso 1 1 calc GR . . . .
H21B H 0.9982 0.3042 0.5377 0.050 Uiso 1 1 calc GR . . . .
H21C H 0.8696 0.1920 0.5668 0.050 Uiso 1 1 calc GR . . . .
C22 C 0.3306(3) 0.4989(3) 0.82087(17) 0.0236(5) Uani 1 1 d . U . . .
C23 C 0.2179(3) 0.5288(3) 0.78211(16) 0.0250(5) Uani 1 1 d . U . . .
H23 H 0.1217 0.4659 0.7759 0.030 Uiso 1 1 calc R . . . .
C24 C 0.2476(3) 0.6516(3) 0.75267(17) 0.0322(6) Uani 1 1 d . U . . .
H24 H 0.1708 0.6731 0.7268 0.039 Uiso 1 1 calc R . . . .
C25 C 0.3876(3) 0.7438(3) 0.76032(19) 0.0367(6) Uani 1 1 d . U . . .
C26 C 0.4979(3) 0.7124(3) 0.8014(2) 0.0438(7) Uani 1 1 d . U . . .
H26 H 0.5941 0.7757 0.8083 0.053 Uiso 1 1 calc R . . . .
C27 C 0.4715(3) 0.5914(3) 0.8324(2) 0.0368(6) Uani 1 1 d . U . . .
H27 H 0.5479 0.5723 0.8610 0.044 Uiso 1 1 calc R . . . .
C28 C 0.4198(5) 0.8734(3) 0.7239(2) 0.0533(9) Uani 1 1 d . U . . .
H28A H 0.4015 0.8406 0.6565 0.080 Uiso 1 1 calc GR . . . .
H28B H 0.5205 0.9365 0.7466 0.080 Uiso 1 1 calc GR . . . .
H28C H 0.3583 0.9273 0.7448 0.080 Uiso 1 1 calc GR . . . .
C1P C 0.0522(5) 0.0307(6) 0.1605(4) 0.0508(11) Uani 0.65 1 d D U P A 1
H1P H 0.0171 -0.0766 0.1317 0.061 Uiso 0.65 1 calc R . P A 1
Cl3P Cl 0.15426(15) 0.10423(18) 0.08842(9) 0.0587(3) Uani 0.65 1 d D U P A 1
Cl2P Cl 0.1544(3) 0.0629(4) 0.2718(4) 0.0473(6) Uani 0.65 1 d D U P A 1
Cl1P Cl -0.1025(2) 0.0724(3) 0.1704(3) 0.0645(5) Uani 0.65 1 d D U P A 1
C1S C 0.0627(11) 0.1178(15) 0.2029(8) 0.0508(11) Uani 0.25 1 d D U P B 2
H1S H 0.1120 0.2249 0.2162 0.061 Uiso 0.25 1 calc R . P B 2
Cl3S Cl 0.0939(4) 0.0311(5) 0.0997(3) 0.0587(3) Uani 0.25 1 d D U P B 2
Cl1S Cl -0.1131(7) 0.0794(8) 0.2128(4) 0.0645(5) Uani 0.25 1 d D U P B 2
Cl2S Cl 0.1276(13) 0.0614(13) 0.2899(7) 0.0473(6) Uani 0.25 1 d D U P B 2
C1T C 0.042(3) 0.130(4) 0.2656(12) 0.0508(11) Uani 0.1 1 d D U P C 3
H1T H 0.1033 0.2324 0.2714 0.061 Uiso 0.1 1 calc R . P C 3
Cl2T Cl 0.187(2) 0.079(2) 0.280(2) 0.0473(6) Uani 0.1 1 d D U P C 3
Cl1T Cl -0.0683(17) 0.1152(19) 0.1707(17) 0.0645(5) Uani 0.1 1 d D U P C 3
Cl3T Cl -0.0283(9) 0.1795(11) 0.3621(6) 0.0587(3) Uani 0.1 1 d D U P C 3
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0143(3) 0.0206(3) 0.0288(3) 0.0055(2) 0.0059(2) 0.0077(2)
O0AA 0.0198(9) 0.0413(10) 0.0271(9) 0.0108(8) -0.0018(7) 0.0096(8)
O2 0.0166(8) 0.0311(9) 0.0343(9) 0.0152(8) 0.0025(7) 0.0032(7)
O3 0.0249(9) 0.0206(8) 0.0220(8) 0.0003(6) -0.0009(7) 0.0056(7)
O4 0.0238(9) 0.0302(9) 0.0284(9) 0.0063(7) 0.0092(7) 0.0145(7)
O6 0.0139(8) 0.0265(9) 0.0414(10) 0.0084(7) 0.0066(7) 0.0067(7)
N1 0.0132(9) 0.0207(9) 0.0247(10) 0.0030(8) 0.0017(7) 0.0080(8)
N2 0.0200(10) 0.0292(11) 0.0222(10) 0.0115(8) 0.0034(8) 0.0087(8)
N3 0.0171(9) 0.0190(9) 0.0209(9) 0.0032(7) 0.0024(7) 0.0045(8)
C1 0.0177(11) 0.0157(10) 0.0246(11) 0.0041(9) 0.0008(9) 0.0057(9)
C2 0.0187(12) 0.0266(12) 0.0334(13) 0.0050(10) -0.0024(10) 0.0090(10)
C0AA 0.0248(13) 0.0313(13) 0.0305(13) 0.0036(11) -0.0089(10) 0.0090(11)
C4 0.0305(13) 0.0307(13) 0.0225(12) 0.0048(10) -0.0023(10) 0.0074(11)
C5 0.0222(12) 0.0234(12) 0.0252(12) 0.0066(9) 0.0025(9) 0.0058(10)
C6 0.0166(11) 0.0145(10) 0.0248(11) 0.0051(8) 0.0005(8) 0.0039(9)
C7 0.0157(10) 0.0147(10) 0.0218(11) 0.0043(8) 0.0015(8) 0.0047(8)
C8 0.0142(10) 0.0191(11) 0.0210(11) 0.0048(9) 0.0039(8) 0.0056(9)
C9 0.0160(11) 0.0249(12) 0.0240(11) 0.0086(9) 0.0057(9) 0.0097(9)
C10 0.0134(10) 0.0227(11) 0.0206(11) 0.0050(9) 0.0020(8) 0.0054(9)
C11 0.0189(11) 0.0276(12) 0.0195(11) 0.0043(9) 0.0028(9) 0.0090(10)
C12 0.0204(12) 0.0246(12) 0.0187(11) 0.0049(9) 0.0052(9) 0.0095(10)
C13 0.0141(11) 0.0211(11) 0.0198(11) 0.0038(9) 0.0027(8) 0.0066(9)
C14 0.0126(10) 0.0158(10) 0.0235(11) 0.0043(8) 0.0003(8) 0.0048(8)
C15 0.0160(11) 0.0200(11) 0.0233(11) 0.0075(9) 0.0019(9) 0.0006(9)
C16 0.0258(13) 0.0231(12) 0.0291(12) 0.0066(10) 0.0008(10) 0.0068(10)
C17 0.0350(14) 0.0311(14) 0.0367(14) 0.0148(11) -0.0023(11) 0.0099(12)
C18 0.0399(15) 0.0426(16) 0.0282(13) 0.0174(12) -0.0002(11) 0.0069(13)
C19 0.0318(14) 0.0399(15) 0.0243(12) 0.0098(11) 0.0071(10) 0.0061(12)
C20 0.0182(11) 0.0279(12) 0.0261(12) 0.0072(10) 0.0053(9) 0.0021(10)
C21 0.0293(14) 0.0397(15) 0.0312(13) 0.0069(11) 0.0093(11) 0.0147(12)
C22 0.0225(12) 0.0197(11) 0.0296(12) 0.0054(9) 0.0093(9) 0.0092(9)
C23 0.0260(12) 0.0257(12) 0.0218(11) 0.0029(9) 0.0040(9) 0.0105(10)
C24 0.0460(16) 0.0298(13) 0.0224(12) 0.0054(10) 0.0053(11) 0.0177(12)
C25 0.0569(18) 0.0242(13) 0.0328(14) 0.0075(11) 0.0210(13) 0.0170(12)
C26 0.0366(16) 0.0261(14) 0.068(2) 0.0128(13) 0.0275(14) 0.0075(12)
C27 0.0230(13) 0.0249(13) 0.0637(19) 0.0122(12) 0.0134(12) 0.0092(11)
C28 0.086(3) 0.0324(16) 0.0452(18) 0.0165(14) 0.0274(18) 0.0190(17)
C1P 0.034(2) 0.045(3) 0.074(3) 0.017(2) 0.016(2) 0.015(2)
Cl3P 0.0385(7) 0.0722(10) 0.0503(6) 0.0085(6) 0.0019(5) 0.0095(6)
Cl2P 0.030(2) 0.0411(7) 0.0601(18) 0.0029(11) 0.0017(13) 0.0096(12)
Cl1P 0.0646(11) 0.0820(13) 0.0810(12) 0.0468(18) 0.0235(14) 0.0507(9)
C1S 0.034(2) 0.045(3) 0.074(3) 0.017(2) 0.016(2) 0.015(2)
Cl3S 0.0385(7) 0.0722(10) 0.0503(6) 0.0085(6) 0.0019(5) 0.0095(6)
Cl1S 0.0646(11) 0.0820(13) 0.0810(12) 0.0468(18) 0.0235(14) 0.0507(9)
Cl2S 0.030(2) 0.0411(7) 0.0601(18) 0.0029(11) 0.0017(13) 0.0096(12)
C1T 0.034(2) 0.045(3) 0.074(3) 0.017(2) 0.016(2) 0.015(2)
Cl2T 0.030(2) 0.0411(7) 0.0601(18) 0.0029(11) 0.0017(13) 0.0096(12)
Cl1T 0.0646(11) 0.0820(13) 0.0810(12) 0.0468(18) 0.0235(14) 0.0507(9)
Cl3T 0.0385(7) 0.0722(10) 0.0503(6) 0.0085(6) 0.0019(5) 0.0095(6)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O4 1.4255(18) . ?
S1 O6 1.4255(18) . ?
S1 N1 1.6762(19) . ?
S1 C22 1.763(2) . ?
O0AA C11 1.211(3) . ?
O2 C12 1.211(3) . ?
O3 H3 0.8400 . ?
O3 N3 1.449(2) . ?
N1 C1 1.422(3) . ?
N1 C14 1.427(3) . ?
N2 H2 0.8800 . ?
N2 C11 1.383(3) . ?
N2 C12 1.382(3) . ?
N3 C8 1.493(3) . ?
N3 C15 1.445(3) . ?
C1 C2 1.395(3) . ?
C1 C6 1.402(3) . ?
C2 H2A 0.9500 . ?
C2 C0AA 1.378(4) . ?
C0AA H0AA 0.9500 . ?
C0AA C4 1.397(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.397(3) . ?
C6 C7 1.449(3) . ?
C7 C8 1.506(3) . ?
C7 C14 1.349(3) . ?
C8 H8 1.0000 . ?
C8 C9 1.525(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.547(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.513(3) . ?
C10 C13 1.541(3) . ?
C12 C13 1.529(3) . ?
C13 H13 1.0000 . ?
C13 C14 1.492(3) . ?
C15 C16 1.392(3) . ?
C15 C20 1.402(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.379(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.393(4) . ?
C20 C21 1.506(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.389(4) . ?
C22 C27 1.387(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.386(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.389(4) . ?
C25 C26 1.392(5) . ?
C25 C28 1.510(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.385(4) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C1P H1P 1.0000 . ?
C1P Cl3P 1.711(5) . ?
C1P Cl2P 1.801(8) . ?
C1P Cl1P 1.754(5) . ?
C1S H1S 1.0000 . ?
C1S Cl3S 1.717(11) . ?
C1S Cl1S 1.711(10) . ?
C1S Cl2S 1.730(12) . ?
C1T H1T 1.0000 . ?
C1T Cl2T 1.716(14) . ?
C1T Cl1T 1.688(14) . ?
C1T Cl3T 1.728(14) . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 S1 N1 106.63(10) . . ?
O4 S1 C22 110.32(11) . . ?
O6 S1 O4 119.80(11) . . ?
O6 S1 N1 107.11(10) . . ?
O6 S1 C22 107.82(11) . . ?
N1 S1 C22 104.00(10) . . ?
N3 O3 H3 109.5 . . ?
C1 N1 S1 119.68(15) . . ?
C1 N1 C14 106.58(18) . . ?
C14 N1 S1 122.85(15) . . ?
C11 N2 H2 123.3 . . ?
C12 N2 H2 123.3 . . ?
C12 N2 C11 113.4(2) . . ?
O3 N3 C8 106.84(16) . . ?
C15 N3 O3 108.31(17) . . ?
C15 N3 C8 113.39(17) . . ?
C2 C1 N1 129.6(2) . . ?
C2 C1 C6 122.3(2) . . ?
C6 C1 N1 108.11(19) . . ?
C1 C2 H2A 121.4 . . ?
C0AA C2 C1 117.1(2) . . ?
C0AA C2 H2A 121.4 . . ?
C2 C0AA H0AA 119.2 . . ?
C2 C0AA C4 121.6(2) . . ?
C4 C0AA H0AA 119.2 . . ?
C0AA C4 H4 119.5 . . ?
C5 C4 C0AA 121.0(2) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 120.7 . . ?
C4 C5 C6 118.6(2) . . ?
C6 C5 H5 120.7 . . ?
C1 C6 C7 107.2(2) . . ?
C5 C6 C1 119.3(2) . . ?
C5 C6 C7 133.3(2) . . ?
C6 C7 C8 129.0(2) . . ?
C14 C7 C6 108.1(2) . . ?
C14 C7 C8 122.8(2) . . ?
N3 C8 C7 114.79(18) . . ?
N3 C8 H8 107.0 . . ?
N3 C8 C9 110.35(18) . . ?
C7 C8 H8 107.0 . . ?
C7 C8 C9 110.34(18) . . ?
C9 C8 H8 107.0 . . ?
C8 C9 H9A 108.5 . . ?
C8 C9 H9B 108.5 . . ?
C8 C9 C10 115.24(18) . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
C9 C10 H10 111.5 . . ?
C11 C10 C9 106.19(18) . . ?
C11 C10 H10 111.5 . . ?
C11 C10 C13 103.17(18) . . ?
C13 C10 C9 112.54(18) . . ?
C13 C10 H10 111.5 . . ?
O0AA C11 N2 125.3(2) . . ?
O0AA C11 C10 127.0(2) . . ?
N2 C11 C10 107.64(18) . . ?
O2 C12 N2 125.3(2) . . ?
O2 C12 C13 127.7(2) . . ?
N2 C12 C13 107.00(19) . . ?
C10 C13 H13 109.0 . . ?
C12 C13 C10 103.10(18) . . ?
C12 C13 H13 109.0 . . ?
C14 C13 C10 113.27(18) . . ?
C14 C13 C12 113.17(18) . . ?
C14 C13 H13 109.0 . . ?
N1 C14 C13 123.73(19) . . ?
C7 C14 N1 109.97(19) . . ?
C7 C14 C13 125.7(2) . . ?
C16 C15 N3 121.2(2) . . ?
C16 C15 C20 120.5(2) . . ?
C20 C15 N3 118.3(2) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.1 . . ?
C18 C17 C16 119.8(3) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 120.3 . . ?
C19 C18 C17 119.5(2) . . ?
C19 C18 H18 120.3 . . ?
C18 C19 H19 118.8 . . ?
C18 C19 C20 122.3(3) . . ?
C20 C19 H19 118.8 . . ?
C15 C20 C21 123.2(2) . . ?
C19 C20 C15 117.5(2) . . ?
C19 C20 C21 119.3(2) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 S1 118.19(19) . . ?
C27 C22 S1 120.7(2) . . ?
C27 C22 C23 121.1(2) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 C22 119.1(2) . . ?
C24 C23 H23 120.5 . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121.2(3) . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C26 118.1(3) . . ?
C24 C25 C28 121.1(3) . . ?
C26 C25 C28 120.8(3) . . ?
C25 C26 H26 119.0 . . ?
C27 C26 C25 121.9(3) . . ?
C27 C26 H26 119.0 . . ?
C22 C27 H27 120.8 . . ?
C26 C27 C22 118.4(3) . . ?
C26 C27 H27 120.8 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
Cl3P C1P H1P 105.4 . . ?
Cl3P C1P Cl2P 113.2(3) . . ?
Cl3P C1P Cl1P 115.2(3) . . ?
Cl2P C1P H1P 105.4 . . ?
Cl1P C1P H1P 105.4 . . ?
Cl1P C1P Cl2P 111.3(3) . . ?
Cl3S C1S H1S 109.5 . . ?
Cl3S C1S Cl2S 109.8(7) . . ?
Cl1S C1S H1S 109.5 . . ?
Cl1S C1S Cl3S 116.1(7) . . ?
Cl1S C1S Cl2S 102.3(7) . . ?
Cl2S C1S H1S 109.5 . . ?
Cl2T C1T H1T 93.2 . . ?
Cl2T C1T Cl3T 116.9(17) . . ?
Cl1T C1T H1T 93.2 . . ?
Cl1T C1T Cl2T 132.4(15) . . ?
Cl1T C1T Cl3T 109.7(13) . . ?
Cl3T C1T H1T 93.2 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 C2 -36.5(3) . . . . ?
S1 N1 C1 C6 146.02(16) . . . . ?
S1 N1 C14 C7 -143.68(17) . . . . ?
S1 N1 C14 C13 44.8(3) . . . . ?
S1 C22 C23 C24 -177.49(18) . . . . ?
S1 C22 C27 C26 176.7(2) . . . . ?
O2 C12 C13 C10 -161.4(2) . . . . ?
O2 C12 C13 C14 -38.6(3) . . . . ?
O3 N3 C8 C7 59.7(2) . . . . ?
O3 N3 C8 C9 -65.8(2) . . . . ?
O3 N3 C15 C16 -18.3(3) . . . . ?
O3 N3 C15 C20 160.86(19) . . . . ?
O4 S1 N1 C1 -176.03(17) . . . . ?
O4 S1 N1 C14 -36.6(2) . . . . ?
O4 S1 C22 C23 -123.58(19) . . . . ?
O4 S1 C22 C27 57.4(2) . . . . ?
O6 S1 N1 C1 54.57(19) . . . . ?
O6 S1 N1 C14 -166.04(18) . . . . ?
O6 S1 C22 C23 8.9(2) . . . . ?
O6 S1 C22 C27 -170.1(2) . . . . ?
N1 S1 C22 C23 122.42(19) . . . . ?
N1 S1 C22 C27 -56.6(2) . . . . ?
N1 C1 C2 C0AA -176.7(2) . . . . ?
N1 C1 C6 C5 175.8(2) . . . . ?
N1 C1 C6 C7 -1.4(2) . . . . ?
N2 C12 C13 C10 19.6(2) . . . . ?
N2 C12 C13 C14 142.33(19) . . . . ?
N3 C8 C9 C10 82.7(2) . . . . ?
N3 C15 C16 C17 178.9(2) . . . . ?
N3 C15 C20 C19 -178.9(2) . . . . ?
N3 C15 C20 C21 2.1(3) . . . . ?
C1 N1 C14 C7 0.2(2) . . . . ?
C1 N1 C14 C13 -171.3(2) . . . . ?
C1 C2 C0AA C4 1.3(4) . . . . ?
C1 C6 C7 C8 178.8(2) . . . . ?
C1 C6 C7 C14 1.5(2) . . . . ?
C2 C1 C6 C5 -1.9(3) . . . . ?
C2 C1 C6 C7 -179.1(2) . . . . ?
C2 C0AA C4 C5 -1.6(4) . . . . ?
C0AA C4 C5 C6 0.2(4) . . . . ?
C4 C5 C6 C1 1.5(3) . . . . ?
C4 C5 C6 C7 177.9(2) . . . . ?
C5 C6 C7 C8 2.2(4) . . . . ?
C5 C6 C7 C14 -175.1(2) . . . . ?
C6 C1 C2 C0AA 0.4(4) . . . . ?
C6 C7 C8 N3 81.1(3) . . . . ?
C6 C7 C8 C9 -153.5(2) . . . . ?
C6 C7 C14 N1 -1.0(2) . . . . ?
C6 C7 C14 C13 170.2(2) . . . . ?
C7 C8 C9 C10 -45.3(3) . . . . ?
C8 N3 C15 C16 100.1(2) . . . . ?
C8 N3 C15 C20 -80.7(3) . . . . ?
C8 C7 C14 N1 -178.53(19) . . . . ?
C8 C7 C14 C13 -7.3(4) . . . . ?
C8 C9 C10 C11 163.43(19) . . . . ?
C8 C9 C10 C13 51.3(3) . . . . ?
C9 C10 C11 O0AA 77.9(3) . . . . ?
C9 C10 C11 N2 -98.6(2) . . . . ?
C9 C10 C13 C12 90.7(2) . . . . ?
C9 C10 C13 C14 -31.9(3) . . . . ?
C10 C13 C14 N1 -178.47(19) . . . . ?
C10 C13 C14 C7 11.4(3) . . . . ?
C11 N2 C12 O2 173.2(2) . . . . ?
C11 N2 C12 C13 -7.7(3) . . . . ?
C11 C10 C13 C12 -23.3(2) . . . . ?
C11 C10 C13 C14 -145.98(19) . . . . ?
C12 N2 C11 O0AA 175.3(2) . . . . ?
C12 N2 C11 C10 -8.1(3) . . . . ?
C12 C13 C14 N1 64.6(3) . . . . ?
C12 C13 C14 C7 -105.5(3) . . . . ?
C13 C10 C11 O0AA -163.6(2) . . . . ?
C13 C10 C11 N2 19.9(2) . . . . ?
C14 N1 C1 C2 178.2(2) . . . . ?
C14 N1 C1 C6 0.8(2) . . . . ?
C14 C7 C8 N3 -102.0(2) . . . . ?
C14 C7 C8 C9 23.5(3) . . . . ?
C15 N3 C8 C7 -59.6(2) . . . . ?
C15 N3 C8 C9 175.01(18) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C16 C15 C20 C19 0.3(3) . . . . ?
C16 C15 C20 C21 -178.8(2) . . . . ?
C16 C17 C18 C19 -0.3(4) . . . . ?
C17 C18 C19 C20 0.4(4) . . . . ?
C18 C19 C20 C15 -0.4(4) . . . . ?
C18 C19 C20 C21 178.7(3) . . . . ?
C20 C15 C16 C17 -0.2(4) . . . . ?
C22 S1 N1 C1 -59.42(19) . . . . ?
C22 S1 N1 C14 80.0(2) . . . . ?
C22 C23 C24 C25 0.7(4) . . . . ?
C23 C22 C27 C26 -2.3(4) . . . . ?
C23 C24 C25 C26 -2.1(4) . . . . ?
C23 C24 C25 C28 176.9(2) . . . . ?
C24 C25 C26 C27 1.4(4) . . . . ?
C25 C26 C27 C22 0.8(5) . . . . ?
C27 C22 C23 C24 1.5(4) . . . . ?
C28 C25 C26 C27 -177.7(3) . . . . ?
_shelx_res_file
;
TITL mjh120026 in P-1
CELL 1.54178 10.0614 10.2208 15.2649 104.231 95.071 109.24
ZERR 2 0.0005 0.0005 0.0007 0.004 0.004 0.004
LATT 1
SFAC C H O S N Cl
UNIT 58 52 10 2 6 6
SADI Cl1S C1S Cl1P C1P Cl1T C1T Cl3T C1T Cl2T C1T Cl2S C1S Cl2P C1P Cl3S C1S =
CL3P C1P
RIGU
EADP C1P C1S C1T
EADP Cl3P Cl3S Cl3T
EADP Cl1T Cl1P Cl1S
EADP Cl2T Cl2S Cl2P
L.S. 8
PLAN 5
TEMP -123.15
BOND $H
CONF
MORE -1
fmap 2
acta
REM
REM
REM
WGHT 0.062800 1.864200
FVAR 0.55727
S1 4 0.290263 0.338197 0.853506 11.00000 0.01433 0.02057 =
0.02875 0.00549 0.00592 0.00767
O0AA 3 0.910888 0.307122 1.049946 11.00000 0.01985 0.04130 =
0.02712 0.01082 -0.00184 0.00960
O2 3 0.430232 0.087516 0.938136 11.00000 0.01665 0.03114 =
0.03433 0.01522 0.00249 0.00320
O3 3 0.826181 0.545954 0.815534 11.00000 0.02487 0.02063 =
0.02198 0.00031 -0.00087 0.00564
AFIX 147
H3 2 0.905735 0.595456 0.850426 11.00000 -1.50000
AFIX 0
O4 3 0.347503 0.370505 0.948429 11.00000 0.02385 0.03021 =
0.02841 0.00627 0.00916 0.01455
O6 3 0.141989 0.254460 0.819239 11.00000 0.01389 0.02648 =
0.04135 0.00839 0.00661 0.00673
N1 5 0.382591 0.249382 0.794085 11.00000 0.01323 0.02072 =
0.02473 0.00303 0.00167 0.00804
N2 5 0.668170 0.176354 1.006917 11.00000 0.01998 0.02922 =
0.02223 0.01147 0.00335 0.00870
AFIX 43
H2 2 0.662681 0.115584 1.039701 11.00000 -1.20000
AFIX 0
N3 5 0.842292 0.433404 0.743164 11.00000 0.01707 0.01898 =
0.02091 0.00322 0.00241 0.00449
C1 1 0.355512 0.210472 0.696369 11.00000 0.01775 0.01567 =
0.02464 0.00409 0.00077 0.00572
C2 1 0.226532 0.164842 0.635168 11.00000 0.01868 0.02663 =
0.03335 0.00503 -0.00236 0.00897
AFIX 43
H2A 2 0.139605 0.160324 0.656362 11.00000 -1.20000
AFIX 0
C0AA 1 0.230711 0.126604 0.542624 11.00000 0.02482 0.03133 =
0.03049 0.00357 -0.00891 0.00900
AFIX 43
H0AA 2 0.145088 0.096985 0.499150 11.00000 -1.20000
AFIX 0
C4 1 0.357757 0.130346 0.511221 11.00000 0.03048 0.03073 =
0.02252 0.00482 -0.00229 0.00738
AFIX 43
H4 2 0.356463 0.100884 0.446979 11.00000 -1.20000
AFIX 0
C5 1 0.485414 0.176264 0.572171 11.00000 0.02218 0.02337 =
0.02516 0.00661 0.00251 0.00576
AFIX 43
H5 2 0.571580 0.178842 0.550434 11.00000 -1.20000
AFIX 0
C6 1 0.485022 0.218780 0.666372 11.00000 0.01663 0.01446 =
0.02478 0.00512 0.00053 0.00387
C7 1 0.594883 0.267391 0.747637 11.00000 0.01566 0.01465 =
0.02176 0.00425 0.00153 0.00473
C8 1 0.751904 0.291811 0.754231 11.00000 0.01417 0.01915 =
0.02100 0.00478 0.00392 0.00562
AFIX 13
H8 2 0.760339 0.213949 0.703130 11.00000 -1.20000
AFIX 0
C9 1 0.810646 0.273166 0.844099 11.00000 0.01598 0.02492 =
0.02398 0.00862 0.00570 0.00972
AFIX 23
H9A 2 0.916565 0.311534 0.853405 11.00000 -1.20000
H9B 2 0.779166 0.168276 0.837979 11.00000 -1.20000
AFIX 0
C10 1 0.764882 0.348381 0.930710 11.00000 0.01344 0.02268 =
0.02057 0.00501 0.00196 0.00540
AFIX 13
H10 2 0.817653 0.455630 0.950542 11.00000 -1.20000
AFIX 0
C11 1 0.795446 0.280985 1.004272 11.00000 0.01890 0.02764 =
0.01953 0.00434 0.00284 0.00897
C12 1 0.550453 0.176596 0.953027 11.00000 0.02036 0.02458 =
0.01866 0.00495 0.00516 0.00952
C13 1 0.601485 0.309946 0.918568 11.00000 0.01408 0.02108 =
0.01977 0.00383 0.00267 0.00660
AFIX 13
H13 2 0.581168 0.390766 0.959898 11.00000 -1.20000
AFIX 0
C14 1 0.532159 0.283305 0.822079 11.00000 0.01261 0.01580 =
0.02350 0.00431 0.00032 0.00480
C15 1 0.800177 0.453068 0.655751 11.00000 0.01603 0.02002 =
0.02331 0.00746 0.00189 0.00065
C16 1 0.717327 0.536558 0.647893 11.00000 0.02577 0.02313 =
0.02910 0.00663 0.00080 0.00680
AFIX 43
H16 2 0.686218 0.580307 0.700481 11.00000 -1.20000
AFIX 0
C17 1 0.679985 0.556199 0.563775 11.00000 0.03502 0.03114 =
0.03671 0.01483 -0.00234 0.00988
AFIX 43
H17 2 0.623744 0.613551 0.558795 11.00000 -1.20000
AFIX 0
C18 1 0.724792 0.492108 0.487110 11.00000 0.03991 0.04260 =
0.02825 0.01736 -0.00025 0.00685
AFIX 43
H18 2 0.699152 0.504744 0.429198 11.00000 -1.20000
AFIX 0
C19 1 0.806948 0.409749 0.495392 11.00000 0.03175 0.03987 =
0.02426 0.00979 0.00714 0.00611
AFIX 43
H19 2 0.837701 0.366689 0.442412 11.00000 -1.20000
AFIX 0
C20 1 0.846477 0.387429 0.578726 11.00000 0.01820 0.02788 =
0.02615 0.00721 0.00529 0.00209
C21 1 0.933765 0.293538 0.582106 11.00000 0.02927 0.03970 =
0.03116 0.00689 0.00926 0.01474
AFIX 137
H21A 2 0.990271 0.323257 0.644085 11.00000 -1.50000
H21B 2 0.998235 0.304213 0.537666 11.00000 -1.50000
H21C 2 0.869607 0.192028 0.566768 11.00000 -1.50000
AFIX 0
C22 1 0.330584 0.498890 0.820874 11.00000 0.02254 0.01971 =
0.02964 0.00537 0.00931 0.00919
C23 1 0.217862 0.528763 0.782111 11.00000 0.02604 0.02572 =
0.02180 0.00290 0.00399 0.01047
AFIX 43
H23 2 0.121669 0.465870 0.775854 11.00000 -1.20000
AFIX 0
C24 1 0.247594 0.651591 0.752670 11.00000 0.04599 0.02979 =
0.02237 0.00541 0.00532 0.01765
AFIX 43
H24 2 0.170762 0.673070 0.726778 11.00000 -1.20000
AFIX 0
C25 1 0.387584 0.743827 0.760316 11.00000 0.05693 0.02419 =
0.03281 0.00746 0.02101 0.01698
C26 1 0.497879 0.712371 0.801376 11.00000 0.03660 0.02612 =
0.06841 0.01277 0.02746 0.00749
AFIX 43
H26 2 0.594068 0.775734 0.808278 11.00000 -1.20000
AFIX 0
C27 1 0.471451 0.591436 0.832438 11.00000 0.02298 0.02485 =
0.06370 0.01216 0.01340 0.00917
AFIX 43
H27 2 0.547949 0.572291 0.860986 11.00000 -1.20000
AFIX 0
C28 1 0.419811 0.873424 0.723856 11.00000 0.08637 0.03236 =
0.04520 0.01647 0.02744 0.01896
AFIX 137
H28A 2 0.401477 0.840554 0.656480 11.00000 -1.50000
H28B 2 0.520521 0.936539 0.746625 11.00000 -1.50000
H28C 2 0.358347 0.927278 0.744802 11.00000 -1.50000
AFIX 0
PART 1
C1P 1 0.052241 0.030677 0.160523 10.65000 0.03439 0.04527 =
0.07446 0.01736 0.01629 0.01527
AFIX 13
H1P 2 0.017057 -0.076555 0.131650 10.65000 -1.20000
AFIX 0
CL3P 6 0.154262 0.104232 0.088418 10.65000 0.03852 0.07222 =
0.05034 0.00852 0.00192 0.00947
CL2P 6 0.154428 0.062887 0.271812 10.65000 0.02991 0.04109 =
0.06013 0.00290 0.00170 0.00958
CL1P 6 -0.102462 0.072428 0.170413 10.65000 0.06458 0.08198 =
0.08096 0.04675 0.02352 0.05073
PART 0
PART 2
C1S 1 0.062704 0.117803 0.202886 10.25000 0.03439 0.04527 =
0.07446 0.01736 0.01629 0.01527
AFIX 13
H1S 2 0.112010 0.224876 0.216224 10.25000 -1.20000
AFIX 0
CL3S 6 0.093904 0.031055 0.099740 10.25000 0.03852 0.07222 =
0.05034 0.00852 0.00192 0.00947
CL1S 6 -0.113150 0.079418 0.212804 10.25000 0.06458 0.08198 =
0.08096 0.04675 0.02352 0.05073
CL2S 6 0.127554 0.061391 0.289861 10.25000 0.02991 0.04109 =
0.06013 0.00290 0.00170 0.00958
PART 0
PART 3
C1T 1 0.042206 0.130090 0.265558 10.10000 0.03439 0.04527 =
0.07446 0.01736 0.01629 0.01527
AFIX 13
H1T 2 0.103264 0.232423 0.271444 10.10000 -1.20000
AFIX 0
CL2T 6 0.187003 0.079096 0.280469 10.10000 0.02991 0.04109 =
0.06013 0.00290 0.00170 0.00958
CL1T 6 -0.068287 0.115161 0.170745 10.10000 0.06458 0.08198 =
0.08096 0.04675 0.02352 0.05073
CL3T 6 -0.028342 0.179459 0.362116 10.10000 0.03852 0.07222 =
0.05034 0.00852 0.00192 0.00947
HKLF 4
REM mjh120026 in P-1
REM R1 = 0.0490 for 4523 Fo > 4sig(Fo) and 0.0537 for all 4955 data
REM 397 parameters refined using 411 restraints
END
WGHT 0.0627 1.8637
REM Highest difference peak 0.934, deepest hole -0.686, 1-sigma level 0.065
Q1 1 -0.1031 0.1020 0.2685 11.00000 0.05 0.77
Q2 1 0.1368 0.0313 0.0970 11.00000 0.05 0.62
Q3 1 0.0381 0.0225 0.1011 11.00000 0.05 0.61
Q4 1 0.1465 0.0787 0.0150 11.00000 0.05 0.54
Q5 1 0.3083 0.4201 0.8344 11.00000 0.05 0.35
;
_shelx_res_checksum 90771
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# 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_mjh80
_database_code_depnum_ccdc_archive 'CCDC 952356'
_audit_update_record
;
2014-12-18 deposited with the CCDC.
2015-01-16 downloaded from the CCDC.
;
_audit_creation_date 2014-12-17
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2014.12.09 svn.r3114 for OlexSys, GUI svn.r4963)
;
_shelxl_version_number 2014/6
_chemical_name_common ?
_chemical_name_systematic
(3aS*,10aS*,10bS*)-2-methyl-10-tosyl-4,10,10a,10b-tetrahydropyrrolo[3,4-a]carbazole-1,3(2H,3aH)-dione
_chemical_formula_moiety 'C22 H20 N2 O4 S'
_chemical_formula_sum 'C22 H20 N2 O4 S'
_chemical_formula_weight 408.46
_chemical_melting_point ?
_chemical_oxdiff_formula 'C22 H20 N2 O4 S'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/n 1'
_space_group_name_Hall '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 10.5141(8)
_cell_length_b 17.9454(11)
_cell_length_c 11.0976(8)
_cell_angle_alpha 90
_cell_angle_beta 113.865(9)
_cell_angle_gamma 90
_cell_volume 1914.9(3)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 3401
_cell_measurement_temperature 150.0
_cell_measurement_theta_max 28.3943
_cell_measurement_theta_min 3.0242
_shelx_estimated_absorpt_T_max 0.942
_shelx_estimated_absorpt_T_min 0.942
_exptl_absorpt_coefficient_mu 0.202
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.94843
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear light colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier light
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.417
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 856
_exptl_crystal_size_max 0.3
_exptl_crystal_size_mid 0.3
_exptl_crystal_size_min 0.3
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0256
_diffrn_reflns_av_unetI/netI 0.0354
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.846
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_k_max 21
_diffrn_reflns_limit_k_min -23
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 10008
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_theta_full 26.000
_diffrn_reflns_theta_max 28.457
_diffrn_reflns_theta_min 3.030
_diffrn_ambient_temperature 150.0
_diffrn_detector_area_resol_mean 10.3968
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.846
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega -78.00 99.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 9.9038 0.0000 -180.0000 177
#__ type_ start__ end____ width___ exp.time_
2 omega 0.00 26.00 1.0000 5.0000
omega____ theta____ kappa____ phi______ frames
- 9.9038 -77.0000 150.0000 26
;
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 0.0230636000
_diffrn_orient_matrix_UB_12 0.0132399000
_diffrn_orient_matrix_UB_13 0.0656351000
_diffrn_orient_matrix_UB_21 0.0435063000
_diffrn_orient_matrix_UB_22 0.0262811000
_diffrn_orient_matrix_UB_23 -0.0126295000
_diffrn_orient_matrix_UB_31 -0.0549562000
_diffrn_orient_matrix_UB_32 0.0263706000
_diffrn_orient_matrix_UB_33 -0.0203218000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'Enhance (Mo) X-ray Source'
_diffrn_special_details ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3392
_reflns_number_total 4083
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 24.97
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2008)'
_computing_structure_solution 'XS (Sheldrick, 2008)'
_refine_diff_density_max 0.336
_refine_diff_density_min -0.455
_refine_diff_density_rms 0.054
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.040
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 264
_refine_ls_number_reflns 4083
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0525
_refine_ls_R_factor_gt 0.0409
_refine_ls_restrained_S_all 1.040
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0414P)^2^+1.1874P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0943
_refine_ls_wR_factor_ref 0.1019
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
C10(H10), C14(H14), C15(H15)
2.b Secondary CH2 refined with riding coordinates:
C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C17(H17), C18(H18), C20(H20), C21(H21)
2.d Idealised Me refined as rotating group:
C12(H12A,H12B,H12C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.58264(4) 0.25283(2) 0.06923(4) 0.01726(12) Uani 1 1 d . . . . .
O1 O 0.61537(15) 0.08739(8) -0.50291(13) 0.0337(3) Uani 1 1 d . . . . .
O2 O 0.84630(13) 0.19881(8) -0.10760(13) 0.0304(3) Uani 1 1 d . . . . .
O3 O 0.69321(13) 0.27104(7) 0.19269(12) 0.0235(3) Uani 1 1 d . . . . .
O4 O 0.53043(13) 0.30827(7) -0.03157(12) 0.0233(3) Uani 1 1 d . . . . .
N1 N 0.63817(14) 0.18433(8) 0.00480(13) 0.0180(3) Uani 1 1 d . . . . .
N2 N 0.75582(15) 0.13472(8) -0.30202(15) 0.0218(3) Uani 1 1 d . . . . .
C1 C 0.69513(17) 0.11752(10) 0.07837(16) 0.0183(4) Uani 1 1 d . . . . .
C2 C 0.78938(18) 0.11176(11) 0.20858(17) 0.0238(4) Uani 1 1 d . . . . .
H2 H 0.8236 0.1548 0.2619 0.029 Uiso 1 1 calc R . . . .
C3 C 0.83192(19) 0.04072(11) 0.25817(18) 0.0274(4) Uani 1 1 d . . . . .
H3 H 0.8949 0.0351 0.3477 0.033 Uiso 1 1 calc R . . . .
C4 C 0.78469(19) -0.02209(11) 0.18018(19) 0.0258(4) Uani 1 1 d . . . . .
H4 H 0.8154 -0.0700 0.2167 0.031 Uiso 1 1 calc R . . . .
C5 C 0.69296(18) -0.01557(10) 0.04927(18) 0.0226(4) Uani 1 1 d . . . . .
H5 H 0.6615 -0.0586 -0.0046 0.027 Uiso 1 1 calc R . . . .
C6 C 0.64790(17) 0.05493(10) -0.00178(17) 0.0191(4) Uani 1 1 d . . . . .
C7 C 0.55734(17) 0.07876(10) -0.13404(16) 0.0181(4) Uani 1 1 d . . . . .
C8 C 0.49272(18) 0.04390(10) -0.24898(17) 0.0209(4) Uani 1 1 d . . . . .
H8 H 0.4939 -0.0089 -0.2555 0.025 Uiso 1 1 calc R . . . .
C9 C 0.41814(18) 0.09180(10) -0.36758(17) 0.0240(4) Uani 1 1 d . . . . .
H9A H 0.3331 0.1129 -0.3632 0.029 Uiso 1 1 calc R . . . .
H9B H 0.3901 0.0613 -0.4486 0.029 Uiso 1 1 calc R . . . .
C10 C 0.51523(18) 0.15572(10) -0.37193(16) 0.0212(4) Uani 1 1 d . . . . .
H10 H 0.4614 0.1931 -0.4404 0.025 Uiso 1 1 calc R . . . .
C11 C 0.62899(19) 0.12208(10) -0.40501(17) 0.0229(4) Uani 1 1 d . . . . .
C12 C 0.8861(2) 0.10507(12) -0.2986(2) 0.0318(5) Uani 1 1 d . . . . .
H12A H 0.9625 0.1386 -0.2476 0.048 Uiso 1 1 calc GR . . . .
H12B H 0.8804 0.1009 -0.3887 0.048 Uiso 1 1 calc GR . . . .
H12C H 0.9030 0.0557 -0.2573 0.048 Uiso 1 1 calc GR . . . .
C13 C 0.74668(18) 0.17860(10) -0.20371(17) 0.0207(4) Uani 1 1 d . . . . .
C14 C 0.59421(17) 0.19504(10) -0.23774(16) 0.0186(4) Uani 1 1 d . . . . .
H14 H 0.5769 0.2500 -0.2468 0.022 Uiso 1 1 calc R . . . .
C15 C 0.54799(17) 0.16267(10) -0.13287(15) 0.0175(3) Uani 1 1 d . . . . .
H15 H 0.4498 0.1779 -0.1536 0.021 Uiso 1 1 calc R . . . .
C16 C 0.44273(17) 0.21687(9) 0.10028(16) 0.0173(3) Uani 1 1 d . . . . .
C17 C 0.30756(18) 0.22595(10) 0.00666(16) 0.0195(4) Uani 1 1 d . . . . .
H17 H 0.2900 0.2545 -0.0706 0.023 Uiso 1 1 calc R . . . .
C18 C 0.19850(18) 0.19302(10) 0.02693(18) 0.0232(4) Uani 1 1 d . . . . .
H18 H 0.1059 0.1996 -0.0365 0.028 Uiso 1 1 calc R . . . .
C19 C 0.22282(19) 0.15035(10) 0.13913(18) 0.0231(4) Uani 1 1 d . . . . .
C20 C 0.35860(19) 0.14412(10) 0.23332(17) 0.0223(4) Uani 1 1 d . . . . .
H20 H 0.3760 0.1170 0.3119 0.027 Uiso 1 1 calc R . . . .
C21 C 0.46887(18) 0.17655(10) 0.21500(16) 0.0200(4) Uani 1 1 d . . . . .
H21 H 0.5611 0.1714 0.2798 0.024 Uiso 1 1 calc R . . . .
C22 C 0.1054(2) 0.10994(12) 0.1561(2) 0.0355(5) Uani 1 1 d . . . . .
H22A H 0.0172 0.1349 0.1041 0.053 Uiso 1 1 calc GR . . . .
H22B H 0.1210 0.1103 0.2494 0.053 Uiso 1 1 calc GR . . . .
H22C H 0.1016 0.0583 0.1259 0.053 Uiso 1 1 calc GR . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0181(2) 0.0173(2) 0.0156(2) -0.00185(15) 0.00602(16) -0.00175(17)
O1 0.0372(8) 0.0425(8) 0.0237(7) -0.0067(6) 0.0147(6) 0.0038(7)
O2 0.0206(7) 0.0430(8) 0.0260(7) -0.0036(6) 0.0077(6) -0.0088(6)
O3 0.0231(6) 0.0247(6) 0.0196(6) -0.0048(5) 0.0053(5) -0.0062(5)
O4 0.0287(7) 0.0196(6) 0.0216(6) 0.0026(5) 0.0100(5) 0.0006(6)
N1 0.0173(7) 0.0217(7) 0.0140(7) -0.0012(6) 0.0052(6) 0.0015(6)
N2 0.0200(7) 0.0247(8) 0.0234(8) 0.0024(6) 0.0114(6) 0.0035(7)
C1 0.0144(8) 0.0243(9) 0.0182(8) 0.0023(7) 0.0086(7) 0.0023(7)
C2 0.0176(8) 0.0318(10) 0.0205(9) -0.0005(8) 0.0061(7) 0.0027(8)
C3 0.0185(9) 0.0400(11) 0.0218(9) 0.0088(8) 0.0064(7) 0.0084(9)
C4 0.0227(9) 0.0274(10) 0.0309(10) 0.0102(8) 0.0146(8) 0.0089(8)
C5 0.0216(9) 0.0226(9) 0.0276(9) 0.0022(7) 0.0142(7) 0.0020(8)
C6 0.0159(8) 0.0229(9) 0.0216(8) 0.0011(7) 0.0109(7) -0.0003(7)
C7 0.0154(8) 0.0208(8) 0.0208(8) 0.0007(7) 0.0101(7) 0.0006(7)
C8 0.0194(8) 0.0216(9) 0.0232(9) -0.0025(7) 0.0100(7) -0.0013(7)
C9 0.0202(9) 0.0304(10) 0.0188(9) -0.0046(7) 0.0053(7) 0.0010(8)
C10 0.0205(9) 0.0260(9) 0.0148(8) 0.0012(7) 0.0049(7) 0.0059(8)
C11 0.0264(9) 0.0253(9) 0.0175(8) 0.0037(7) 0.0094(7) 0.0033(8)
C12 0.0258(10) 0.0326(11) 0.0415(12) 0.0040(9) 0.0185(9) 0.0063(9)
C13 0.0212(9) 0.0222(9) 0.0206(8) 0.0056(7) 0.0106(7) -0.0013(8)
C14 0.0197(9) 0.0187(8) 0.0162(8) 0.0023(7) 0.0061(7) 0.0023(7)
C15 0.0150(8) 0.0223(9) 0.0144(8) -0.0024(6) 0.0050(6) 0.0012(7)
C16 0.0192(8) 0.0162(8) 0.0174(8) -0.0032(6) 0.0085(7) 0.0004(7)
C17 0.0202(8) 0.0207(8) 0.0169(8) -0.0005(7) 0.0067(7) 0.0022(7)
C18 0.0182(9) 0.0253(9) 0.0245(9) -0.0033(7) 0.0069(7) 0.0027(8)
C19 0.0223(9) 0.0210(9) 0.0295(10) -0.0045(7) 0.0141(8) -0.0011(8)
C20 0.0276(9) 0.0214(9) 0.0203(9) 0.0005(7) 0.0120(7) 0.0015(8)
C21 0.0207(9) 0.0213(9) 0.0168(8) -0.0020(7) 0.0064(7) 0.0024(7)
C22 0.0306(11) 0.0362(12) 0.0452(13) 0.0025(10) 0.0211(10) -0.0043(9)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.4306(12) . ?
S1 O4 1.4302(12) . ?
S1 N1 1.6435(14) . ?
S1 C16 1.7633(17) . ?
O1 C11 1.209(2) . ?
O2 C13 1.209(2) . ?
N1 C1 1.438(2) . ?
N1 C15 1.487(2) . ?
N2 C11 1.379(2) . ?
N2 C12 1.455(2) . ?
N2 C13 1.380(2) . ?
C1 C2 1.386(2) . ?
C1 C6 1.394(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.389(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(2) . ?
C6 C7 1.454(2) . ?
C7 C8 1.334(2) . ?
C7 C15 1.510(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.500(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.549(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.512(2) . ?
C10 C14 1.551(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.520(2) . ?
C14 H14 1.0000 . ?
C14 C15 1.545(2) . ?
C15 H15 1.0000 . ?
C16 C17 1.390(2) . ?
C16 C21 1.392(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.394(3) . ?
C19 C20 1.391(2) . ?
C19 C22 1.508(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.384(2) . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S1 N1 107.06(7) . . ?
O3 S1 C16 108.39(8) . . ?
O4 S1 O3 119.75(8) . . ?
O4 S1 N1 105.75(7) . . ?
O4 S1 C16 108.71(8) . . ?
N1 S1 C16 106.41(7) . . ?
C1 N1 S1 121.09(11) . . ?
C1 N1 C15 108.15(13) . . ?
C15 N1 S1 116.83(11) . . ?
C11 N2 C12 123.05(16) . . ?
C11 N2 C13 113.31(15) . . ?
C13 N2 C12 123.64(16) . . ?
C2 C1 N1 127.73(16) . . ?
C2 C1 C6 121.67(16) . . ?
C6 C1 N1 110.53(14) . . ?
C1 C2 H2 121.3 . . ?
C1 C2 C3 117.47(17) . . ?
C3 C2 H2 121.3 . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.52(17) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.53(17) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.84(17) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C7 109.03(15) . . ?
C5 C6 C1 119.95(16) . . ?
C5 C6 C7 130.99(16) . . ?
C6 C7 C15 107.65(14) . . ?
C8 C7 C6 134.42(17) . . ?
C8 C7 C15 117.80(15) . . ?
C7 C8 H8 121.5 . . ?
C7 C8 C9 116.97(16) . . ?
C9 C8 H8 121.5 . . ?
C8 C9 H9A 109.8 . . ?
C8 C9 H9B 109.8 . . ?
C8 C9 C10 109.54(14) . . ?
H9A C9 H9B 108.2 . . ?
C10 C9 H9A 109.8 . . ?
C10 C9 H9B 109.8 . . ?
C9 C10 H10 110.1 . . ?
C9 C10 C14 114.24(14) . . ?
C11 C10 C9 107.94(15) . . ?
C11 C10 H10 110.1 . . ?
C11 C10 C14 104.25(13) . . ?
C14 C10 H10 110.1 . . ?
O1 C11 N2 123.53(17) . . ?
O1 C11 C10 127.31(17) . . ?
N2 C11 C10 109.13(15) . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 N2 123.77(17) . . ?
O2 C13 C14 127.67(17) . . ?
N2 C13 C14 108.55(14) . . ?
C10 C14 H14 110.3 . . ?
C13 C14 C10 104.56(14) . . ?
C13 C14 H14 110.3 . . ?
C13 C14 C15 111.20(13) . . ?
C15 C14 C10 110.06(14) . . ?
C15 C14 H14 110.3 . . ?
N1 C15 C7 104.65(13) . . ?
N1 C15 C14 114.30(14) . . ?
N1 C15 H15 109.5 . . ?
C7 C15 C14 109.10(14) . . ?
C7 C15 H15 109.5 . . ?
C14 C15 H15 109.5 . . ?
C17 C16 S1 119.52(13) . . ?
C17 C16 C21 120.58(16) . . ?
C21 C16 S1 119.83(13) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 C16 119.43(16) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 119.5 . . ?
C17 C18 C19 120.92(16) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 C22 120.80(17) . . ?
C20 C19 C18 118.47(16) . . ?
C20 C19 C22 120.70(17) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 C19 121.46(17) . . ?
C21 C20 H20 119.3 . . ?
C16 C21 H21 120.5 . . ?
C20 C21 C16 119.07(16) . . ?
C20 C21 H21 120.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 C2 -44.4(2) . . . . ?
S1 N1 C1 C6 138.64(13) . . . . ?
S1 N1 C15 C7 -141.07(12) . . . . ?
S1 N1 C15 C14 99.65(15) . . . . ?
S1 C16 C17 C18 175.36(13) . . . . ?
S1 C16 C21 C20 -175.34(13) . . . . ?
O2 C13 C14 C10 179.43(18) . . . . ?
O2 C13 C14 C15 -61.8(2) . . . . ?
O3 S1 N1 C1 52.77(14) . . . . ?
O3 S1 N1 C15 -171.80(11) . . . . ?
O3 S1 C16 C17 151.09(13) . . . . ?
O3 S1 C16 C21 -32.09(16) . . . . ?
O4 S1 N1 C1 -178.48(12) . . . . ?
O4 S1 N1 C15 -43.05(13) . . . . ?
O4 S1 C16 C17 19.42(16) . . . . ?
O4 S1 C16 C21 -163.75(13) . . . . ?
N1 S1 C16 C17 -94.06(14) . . . . ?
N1 S1 C16 C21 82.76(15) . . . . ?
N1 C1 C2 C3 -178.78(16) . . . . ?
N1 C1 C6 C5 178.60(15) . . . . ?
N1 C1 C6 C7 0.55(19) . . . . ?
N2 C13 C14 C10 -1.12(18) . . . . ?
N2 C13 C14 C15 117.63(15) . . . . ?
C1 N1 C15 C7 -0.30(17) . . . . ?
C1 N1 C15 C14 -119.58(15) . . . . ?
C1 C2 C3 C4 1.4(3) . . . . ?
C1 C6 C7 C8 174.74(18) . . . . ?
C1 C6 C7 C15 -0.73(18) . . . . ?
C2 C1 C6 C5 1.4(2) . . . . ?
C2 C1 C6 C7 -176.61(15) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 -0.8(3) . . . . ?
C4 C5 C6 C1 0.1(2) . . . . ?
C4 C5 C6 C7 177.64(17) . . . . ?
C5 C6 C7 C8 -3.0(3) . . . . ?
C5 C6 C7 C15 -178.49(17) . . . . ?
C6 C1 C2 C3 -2.1(3) . . . . ?
C6 C7 C8 C9 -174.17(18) . . . . ?
C6 C7 C15 N1 0.61(17) . . . . ?
C6 C7 C15 C14 123.34(14) . . . . ?
C7 C8 C9 C10 48.5(2) . . . . ?
C8 C7 C15 N1 -175.72(14) . . . . ?
C8 C7 C15 C14 -53.0(2) . . . . ?
C8 C9 C10 C11 70.26(17) . . . . ?
C8 C9 C10 C14 -45.2(2) . . . . ?
C9 C10 C11 O1 59.9(2) . . . . ?
C9 C10 C11 N2 -118.09(15) . . . . ?
C9 C10 C14 C13 116.04(15) . . . . ?
C9 C10 C14 C15 -3.5(2) . . . . ?
C10 C14 C15 N1 167.38(13) . . . . ?
C10 C14 C15 C7 50.63(17) . . . . ?
C11 N2 C13 O2 -176.78(17) . . . . ?
C11 N2 C13 C14 3.7(2) . . . . ?
C11 C10 C14 C13 -1.53(17) . . . . ?
C11 C10 C14 C15 -121.04(15) . . . . ?
C12 N2 C11 O1 -2.4(3) . . . . ?
C12 N2 C11 C10 175.70(16) . . . . ?
C12 N2 C13 O2 2.7(3) . . . . ?
C12 N2 C13 C14 -176.78(15) . . . . ?
C13 N2 C11 O1 177.12(17) . . . . ?
C13 N2 C11 C10 -4.8(2) . . . . ?
C13 C14 C15 N1 51.98(19) . . . . ?
C13 C14 C15 C7 -64.76(17) . . . . ?
C14 C10 C11 O1 -178.29(18) . . . . ?
C14 C10 C11 N2 3.73(18) . . . . ?
C15 N1 C1 C2 176.80(16) . . . . ?
C15 N1 C1 C6 -0.14(18) . . . . ?
C15 C7 C8 C9 0.9(2) . . . . ?
C16 S1 N1 C1 -62.98(14) . . . . ?
C16 S1 N1 C15 72.46(13) . . . . ?
C16 C17 C18 C19 -0.7(3) . . . . ?
C17 C16 C21 C20 1.5(2) . . . . ?
C17 C18 C19 C20 2.7(3) . . . . ?
C17 C18 C19 C22 -175.44(17) . . . . ?
C18 C19 C20 C21 -2.7(3) . . . . ?
C19 C20 C21 C16 0.7(3) . . . . ?
C21 C16 C17 C18 -1.4(2) . . . . ?
C22 C19 C20 C21 175.45(17) . . . . ?
_shelx_res_file
;
TITL mjh80 in P2(1)/n
REM colourless block
CELL 0.71073 10.5141 17.9454 11.0976 90 113.865 90
ZERR 4 0.0008 0.0011 0.0008 0 0.009 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H N O S
UNIT 88 80 8 16 4
L.S. 4
PLAN 5
SIZE 0.3 0.3 0.3
TEMP -123.15
BOND $H
CONF
MORE -1
fmap 2
acta 52
REM
REM
REM
WGHT 0.041400 1.187400
FVAR 0.16825
S1 5 0.582641 0.252831 0.069234 11.00000 0.01812 0.01728 =
0.01560 -0.00185 0.00602 -0.00175
O1 4 0.615373 0.087389 -0.502914 11.00000 0.03721 0.04251 =
0.02369 -0.00667 0.01473 0.00379
O2 4 0.846305 0.198807 -0.107605 11.00000 0.02061 0.04298 =
0.02604 -0.00359 0.00771 -0.00881
O3 4 0.693212 0.271038 0.192692 11.00000 0.02305 0.02471 =
0.01961 -0.00485 0.00530 -0.00622
O4 4 0.530432 0.308266 -0.031573 11.00000 0.02871 0.01959 =
0.02158 0.00262 0.01004 0.00065
N1 3 0.638168 0.184332 0.004801 11.00000 0.01728 0.02169 =
0.01398 -0.00116 0.00519 0.00145
N2 3 0.755818 0.134719 -0.302024 11.00000 0.01997 0.02467 =
0.02339 0.00244 0.01143 0.00345
C1 1 0.695132 0.117525 0.078371 11.00000 0.01441 0.02433 =
0.01818 0.00234 0.00856 0.00228
C2 1 0.789377 0.111761 0.208578 11.00000 0.01761 0.03183 =
0.02049 -0.00053 0.00614 0.00271
AFIX 43
H2 2 0.823564 0.154770 0.261856 11.00000 -1.20000
AFIX 0
C3 1 0.831917 0.040719 0.258174 11.00000 0.01854 0.04000 =
0.02183 0.00875 0.00637 0.00837
AFIX 43
H3 2 0.894855 0.035077 0.347654 11.00000 -1.20000
AFIX 0
C4 1 0.784687 -0.022086 0.180176 11.00000 0.02268 0.02740 =
0.03085 0.01017 0.01459 0.00886
AFIX 43
H4 2 0.815414 -0.070015 0.216704 11.00000 -1.20000
AFIX 0
C5 1 0.692960 -0.015567 0.049266 11.00000 0.02163 0.02255 =
0.02762 0.00219 0.01418 0.00197
AFIX 43
H5 2 0.661455 -0.058571 -0.004610 11.00000 -1.20000
AFIX 0
C6 1 0.647903 0.054928 -0.001779 11.00000 0.01594 0.02287 =
0.02158 0.00105 0.01088 -0.00035
C7 1 0.557338 0.078759 -0.134037 11.00000 0.01541 0.02077 =
0.02084 0.00074 0.01015 0.00057
C8 1 0.492723 0.043903 -0.248983 11.00000 0.01937 0.02157 =
0.02322 -0.00251 0.00998 -0.00126
AFIX 43
H8 2 0.493874 -0.008858 -0.255470 11.00000 -1.20000
AFIX 0
C9 1 0.418139 0.091802 -0.367575 11.00000 0.02023 0.03038 =
0.01881 -0.00460 0.00533 0.00104
AFIX 23
H9A 2 0.333081 0.112886 -0.363237 11.00000 -1.20000
H9B 2 0.390141 0.061332 -0.448606 11.00000 -1.20000
AFIX 0
C10 1 0.515233 0.155723 -0.371928 11.00000 0.02052 0.02597 =
0.01482 0.00123 0.00492 0.00586
AFIX 13
H10 2 0.461427 0.193109 -0.440422 11.00000 -1.20000
AFIX 0
C11 1 0.628985 0.122081 -0.405014 11.00000 0.02639 0.02530 =
0.01750 0.00367 0.00943 0.00326
C12 1 0.886071 0.105073 -0.298648 11.00000 0.02583 0.03265 =
0.04154 0.00404 0.01846 0.00634
AFIX 137
H12A 2 0.962498 0.138603 -0.247589 11.00000 -1.50000
H12B 2 0.880424 0.100945 -0.388731 11.00000 -1.50000
H12C 2 0.902992 0.055711 -0.257350 11.00000 -1.50000
AFIX 0
C13 1 0.746676 0.178596 -0.203713 11.00000 0.02122 0.02220 =
0.02060 0.00564 0.01057 -0.00129
C14 1 0.594211 0.195039 -0.237738 11.00000 0.01966 0.01873 =
0.01620 0.00226 0.00608 0.00234
AFIX 13
H14 2 0.576926 0.249967 -0.246819 11.00000 -1.20000
AFIX 0
C15 1 0.547987 0.162674 -0.132869 11.00000 0.01495 0.02229 =
0.01437 -0.00236 0.00497 0.00118
AFIX 13
H15 2 0.449842 0.177854 -0.153568 11.00000 -1.20000
AFIX 0
C16 1 0.442727 0.216869 0.100277 11.00000 0.01917 0.01624 =
0.01744 -0.00324 0.00846 0.00036
C17 1 0.307560 0.225953 0.006663 11.00000 0.02023 0.02072 =
0.01687 -0.00051 0.00666 0.00218
AFIX 43
H17 2 0.290006 0.254476 -0.070559 11.00000 -1.20000
AFIX 0
C18 1 0.198503 0.193021 0.026934 11.00000 0.01819 0.02532 =
0.02448 -0.00326 0.00688 0.00267
AFIX 43
H18 2 0.105936 0.199627 -0.036504 11.00000 -1.20000
AFIX 0
C19 1 0.222819 0.150347 0.139126 11.00000 0.02227 0.02096 =
0.02949 -0.00453 0.01414 -0.00110
C20 1 0.358596 0.144119 0.233319 11.00000 0.02757 0.02136 =
0.02027 0.00049 0.01199 0.00147
AFIX 43
H20 2 0.375988 0.117004 0.311948 11.00000 -1.20000
AFIX 0
C21 1 0.468872 0.176548 0.215002 11.00000 0.02073 0.02132 =
0.01680 -0.00196 0.00638 0.00244
AFIX 43
H21 2 0.561130 0.171359 0.279831 11.00000 -1.20000
AFIX 0
C22 1 0.105377 0.109945 0.156119 11.00000 0.03057 0.03618 =
0.04518 0.00253 0.02106 -0.00426
AFIX 137
H22A 2 0.017233 0.134943 0.104115 11.00000 -1.50000
H22B 2 0.120973 0.110286 0.249363 11.00000 -1.50000
H22C 2 0.101607 0.058350 0.125921 11.00000 -1.50000
AFIX 0
HKLF 4
REM mjh80 in P2(1)/n
REM R1 = 0.0409 for 3392 Fo > 4sig(Fo) and 0.0525 for all 4083 data
REM 264 parameters refined using 0 restraints
END
WGHT 0.0414 1.1875
REM Highest difference peak 0.336, deepest hole -0.455, 1-sigma level 0.054
Q1 1 0.5517 0.1751 -0.2993 11.00000 0.05 0.34
Q2 1 0.5007 0.2330 0.0800 11.00000 0.05 0.33
Q3 1 0.5579 0.1189 -0.1365 11.00000 0.05 0.31
Q4 1 0.8721 0.0608 -0.3409 11.00000 0.05 0.31
Q5 1 0.7484 0.1169 0.1393 11.00000 0.05 0.29
;
_shelx_res_checksum 31384
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# 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_mjh120042
_database_code_depnum_ccdc_archive 'CCDC 952357'
_audit_update_record
;
2014-12-18 deposited with the CCDC.
2015-01-16 downloaded from the CCDC.
;
_audit_creation_date 2014-12-02
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2014.11.21 svn.r3095 for OlexSys, GUI svn.r4949)
;
_shelxl_version_number 2014/6
_chemical_name_common ?
_chemical_name_systematic
(3aS*,5S*,10bS*)-5-((S*)-hydroxy(perfluorophenyl)methyl)-N,N-dimethyl-1,3-dioxo-1,3,3a,4,5,10b-hexahydropyrrolo[3,4-a]carbazole-10(2H)-sulfonamide
_chemical_formula_moiety 'C24 H20 F5 N3 O5 S'
_chemical_formula_sum 'C24 H20 F5 N3 O5 S'
_chemical_formula_weight 557.49
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/n 1'
_space_group_name_Hall '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 7.9070(4)
_cell_length_b 14.2862(7)
_cell_length_c 20.6839(10)
_cell_angle_alpha 90
_cell_angle_beta 101.016(5)
_cell_angle_gamma 90
_cell_volume 2293.4(2)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 5543
_cell_measurement_temperature 150.0
_cell_measurement_theta_max 28.5224
_cell_measurement_theta_min 2.8459
_shelx_estimated_absorpt_T_max 0.978
_shelx_estimated_absorpt_T_min 0.967
_exptl_absorpt_coefficient_mu 0.227
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.98002
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear light colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier light
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.615
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 1144
_exptl_crystal_size_max 0.15
_exptl_crystal_size_mid 0.1
_exptl_crystal_size_min 0.1
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0596
_diffrn_reflns_av_unetI/netI 0.0600
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.876
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 18
_diffrn_reflns_limit_k_min -18
_diffrn_reflns_limit_l_max 24
_diffrn_reflns_limit_l_min -26
_diffrn_reflns_number 23890
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.876
_diffrn_reflns_theta_full 25.000
_diffrn_reflns_theta_max 28.585
_diffrn_reflns_theta_min 2.852
_diffrn_ambient_temperature 150.00
_diffrn_detector_area_resol_mean 10.3968
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.876
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega -91.00 -64.75 0.7500 70.0000
omega____ theta____ kappa____ phi______ frames
- -8.1850 -167.0000 26.0000 35
#__ type_ start__ end____ width___ exp.time_
2 omega -87.00 15.00 0.7500 70.0000
omega____ theta____ kappa____ phi______ frames
- -8.1850 -77.0000 120.0000 136
#__ type_ start__ end____ width___ exp.time_
3 omega -11.00 77.50 0.7500 70.0000
omega____ theta____ kappa____ phi______ frames
- 9.9038 38.0000 60.0000 118
#__ type_ start__ end____ width___ exp.time_
4 omega 5.00 49.25 0.7500 70.0000
omega____ theta____ kappa____ phi______ frames
- 9.9038 -99.0000 -180.0000 59
#__ type_ start__ end____ width___ exp.time_
5 omega -39.00 -6.00 0.7500 70.0000
omega____ theta____ kappa____ phi______ frames
- 9.9038 115.0000 -98.0000 44
#__ type_ start__ end____ width___ exp.time_
6 omega -61.00 -35.50 0.7500 70.0000
omega____ theta____ kappa____ phi______ frames
- 9.9038 -38.0000 -90.0000 34
#__ type_ start__ end____ width___ exp.time_
7 omega -63.00 25.50 0.7500 70.0000
omega____ theta____ kappa____ phi______ frames
- 9.9038 -57.0000 0.0000 118
;
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 -0.0645809000
_diffrn_orient_matrix_UB_12 -0.0234370000
_diffrn_orient_matrix_UB_13 0.0133676000
_diffrn_orient_matrix_UB_21 -0.0645493000
_diffrn_orient_matrix_UB_22 0.0212721000
_diffrn_orient_matrix_UB_23 -0.0240350000
_diffrn_orient_matrix_UB_31 0.0036687000
_diffrn_orient_matrix_UB_32 -0.0382610000
_diffrn_orient_matrix_UB_33 -0.0215446000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'Enhance (Mo) X-ray Source'
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3582
_reflns_number_total 5125
_reflns_odcompleteness_completeness 98.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 24.97
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2008)'
_computing_structure_solution 'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max 0.344
_refine_diff_density_min -0.374
_refine_diff_density_rms 0.067
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.027
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 350
_refine_ls_number_reflns 5125
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0864
_refine_ls_R_factor_gt 0.0492
_refine_ls_restrained_S_all 1.027
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0402P)^2^+1.5042P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0954
_refine_ls_wR_factor_ref 0.1108
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
C8(H8), C10(H10), C14(H14), C16(H16)
2.b Secondary CH2 refined with riding coordinates:
C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
C2(H2), C3(H3), C4(H4), C5(H5)
2.d Idealised Me refined as rotating group:
C12(H12A,H12B,H12C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary direct
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.46959(7) 0.65635(4) 0.17030(3) 0.01928(15) Uani 1 1 d . . . . .
N1 N 0.3931(2) 0.55706(13) 0.19691(9) 0.0181(4) Uani 1 1 d . . . . .
N2 N 0.7675(2) 0.52493(14) 0.38422(9) 0.0226(4) Uani 1 1 d . . . . .
N3 N 0.3995(3) 0.65172(14) 0.09267(10) 0.0241(5) Uani 1 1 d . . . . .
O1 O 0.6788(2) 0.29096(12) 0.18756(8) 0.0230(4) Uani 1 1 d . . . . .
H1 H 0.750(4) 0.249(2) 0.1891(16) 0.048(10) Uiso 1 1 d . . . . .
O2 O 0.8964(2) 0.38689(13) 0.42162(9) 0.0360(5) Uani 1 1 d . . . . .
O3 O 0.5996(2) 0.63771(11) 0.32514(8) 0.0255(4) Uani 1 1 d . . . . .
O4 O 0.3911(2) 0.73447(12) 0.19474(9) 0.0308(4) Uani 1 1 d . . . . .
O5 O 0.65194(19) 0.64614(11) 0.18610(8) 0.0244(4) Uani 1 1 d . . . . .
F1 F 0.43401(19) 0.34931(9) 0.08380(7) 0.0296(3) Uani 1 1 d . . . . .
F2 F 0.2037(2) 0.28723(11) -0.01786(7) 0.0413(4) Uani 1 1 d . . . . .
F3 F 0.0529(2) 0.11765(12) -0.01300(7) 0.0442(4) Uani 1 1 d . . . . .
F4 F 0.1362(2) 0.01007(11) 0.09704(8) 0.0433(4) Uani 1 1 d . . . . .
F5 F 0.3670(2) 0.07104(10) 0.20033(7) 0.0343(4) Uani 1 1 d . . . . .
C1 C 0.2278(3) 0.52246(16) 0.16985(11) 0.0189(5) Uani 1 1 d . . . . .
C2 C 0.0848(3) 0.56980(18) 0.13576(12) 0.0256(6) Uani 1 1 d . . . . .
H2 H 0.0886 0.6349 0.1269 0.031 Uiso 1 1 calc R . . . .
C3 C -0.0634(3) 0.5180(2) 0.11537(13) 0.0314(6) Uani 1 1 d . . . . .
H3 H -0.1634 0.5480 0.0916 0.038 Uiso 1 1 calc R . . . .
C4 C -0.0690(3) 0.4226(2) 0.12892(13) 0.0318(6) Uani 1 1 d . . . . .
H4 H -0.1724 0.3887 0.1138 0.038 Uiso 1 1 calc R . . . .
C5 C 0.0732(3) 0.37630(18) 0.16407(12) 0.0253(6) Uani 1 1 d . . . . .
H5 H 0.0676 0.3116 0.1741 0.030 Uiso 1 1 calc R . . . .
C6 C 0.2246(3) 0.42696(17) 0.18431(11) 0.0184(5) Uani 1 1 d . . . . .
C7 C 0.3928(3) 0.40259(16) 0.22190(11) 0.0170(5) Uani 1 1 d . . . . .
C8 C 0.4554(3) 0.31048(16) 0.25249(11) 0.0183(5) Uani 1 1 d . . . . .
H8 H 0.3535 0.2770 0.2636 0.022 Uiso 1 1 calc R . . . .
C9 C 0.5803(3) 0.33057(16) 0.31749(11) 0.0197(5) Uani 1 1 d . . . . .
H9A H 0.6316 0.2708 0.3359 0.024 Uiso 1 1 calc R . . . .
H9B H 0.5147 0.3573 0.3494 0.024 Uiso 1 1 calc R . . . .
C10 C 0.7266(3) 0.39872(16) 0.30981(11) 0.0198(5) Uani 1 1 d . . . . .
H10 H 0.8129 0.3665 0.2879 0.024 Uiso 1 1 calc R . . . .
C11 C 0.8112(3) 0.43190(17) 0.37772(12) 0.0238(5) Uani 1 1 d . . . . .
C12 C 0.8103(3) 0.57686(19) 0.44585(12) 0.0310(6) Uani 1 1 d . . . . .
H12A H 0.9354 0.5761 0.4614 0.046 Uiso 1 1 calc GR . . . .
H12B H 0.7536 0.5477 0.4789 0.046 Uiso 1 1 calc GR . . . .
H12C H 0.7707 0.6417 0.4386 0.046 Uiso 1 1 calc GR . . . .
C13 C 0.6676(3) 0.56130(17) 0.32784(11) 0.0199(5) Uani 1 1 d . . . . .
C14 C 0.6637(3) 0.49005(16) 0.27277(11) 0.0182(5) Uani 1 1 d . . . . .
H14 H 0.7489 0.5091 0.2452 0.022 Uiso 1 1 calc R . . . .
C15 C 0.4896(3) 0.48087(16) 0.22936(11) 0.0168(5) Uani 1 1 d . . . . .
C16 C 0.5370(3) 0.24560(16) 0.20755(11) 0.0185(5) Uani 1 1 d . . . . .
H16 H 0.5819 0.1889 0.2337 0.022 Uiso 1 1 calc R . . . .
C17 C 0.4079(3) 0.21313(16) 0.14720(11) 0.0188(5) Uani 1 1 d . . . . .
C18 C 0.3632(3) 0.26494(16) 0.08976(11) 0.0209(5) Uani 1 1 d . . . . .
C19 C 0.2447(3) 0.23364(18) 0.03639(12) 0.0271(6) Uani 1 1 d . . . . .
C20 C 0.1684(3) 0.14838(18) 0.03879(12) 0.0277(6) Uani 1 1 d . . . . .
C21 C 0.2092(3) 0.09445(18) 0.09422(13) 0.0284(6) Uani 1 1 d . . . . .
C22 C 0.3278(3) 0.12723(17) 0.14718(11) 0.0229(5) Uani 1 1 d . . . . .
C23 C 0.3026(4) 0.7274(2) 0.05539(14) 0.0389(7) Uani 1 1 d . . . . .
H23A H 0.2705 0.7736 0.0859 0.058 Uiso 1 1 calc GR . . . .
H23B H 0.1982 0.7020 0.0277 0.058 Uiso 1 1 calc GR . . . .
H23C H 0.3739 0.7575 0.0275 0.058 Uiso 1 1 calc GR . . . .
C24 C 0.4464(3) 0.57242(18) 0.05618(13) 0.0298(6) Uani 1 1 d . . . . .
H24A H 0.5190 0.5937 0.0256 0.045 Uiso 1 1 calc GR . . . .
H24B H 0.3419 0.5431 0.0313 0.045 Uiso 1 1 calc GR . . . .
H24C H 0.5101 0.5268 0.0869 0.045 Uiso 1 1 calc GR . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0199(3) 0.0173(3) 0.0204(3) 0.0000(2) 0.0033(2) -0.0007(2)
N1 0.0155(10) 0.0174(10) 0.0206(10) 0.0021(8) 0.0010(8) -0.0005(8)
N2 0.0224(11) 0.0237(11) 0.0193(10) -0.0059(8) -0.0022(8) -0.0015(9)
N3 0.0271(11) 0.0226(11) 0.0208(11) 0.0049(9) 0.0001(8) 0.0016(9)
O1 0.0197(9) 0.0220(9) 0.0280(10) -0.0022(7) 0.0067(7) -0.0032(8)
O2 0.0377(11) 0.0357(11) 0.0269(10) -0.0001(8) -0.0131(8) 0.0067(9)
O3 0.0295(9) 0.0200(9) 0.0264(9) -0.0032(7) 0.0039(7) 0.0009(8)
O4 0.0352(10) 0.0210(9) 0.0377(11) -0.0035(8) 0.0109(8) 0.0033(8)
O5 0.0176(8) 0.0262(9) 0.0287(9) 0.0022(7) 0.0023(7) -0.0043(7)
F1 0.0455(9) 0.0198(7) 0.0227(7) 0.0035(6) 0.0043(6) -0.0063(7)
F2 0.0529(10) 0.0440(10) 0.0212(8) 0.0062(7) -0.0075(7) 0.0032(8)
F3 0.0391(9) 0.0585(11) 0.0292(9) -0.0120(8) -0.0080(7) -0.0152(8)
F4 0.0537(10) 0.0352(9) 0.0403(10) -0.0096(7) 0.0075(8) -0.0285(8)
F5 0.0521(10) 0.0250(8) 0.0246(8) 0.0059(6) 0.0045(7) -0.0129(7)
C1 0.0159(12) 0.0249(13) 0.0164(11) 0.0016(10) 0.0041(9) -0.0004(10)
C2 0.0214(13) 0.0280(14) 0.0276(14) 0.0082(11) 0.0052(10) 0.0037(11)
C3 0.0117(12) 0.0463(18) 0.0340(15) 0.0140(13) -0.0009(10) 0.0021(12)
C4 0.0154(13) 0.0425(17) 0.0346(15) 0.0080(13) -0.0022(11) -0.0077(12)
C5 0.0211(13) 0.0278(14) 0.0270(13) 0.0062(11) 0.0049(10) -0.0061(11)
C6 0.0150(12) 0.0258(13) 0.0145(11) 0.0016(9) 0.0027(9) -0.0001(10)
C7 0.0163(11) 0.0199(12) 0.0149(11) -0.0006(9) 0.0032(9) -0.0005(10)
C8 0.0166(12) 0.0202(12) 0.0175(11) 0.0000(9) 0.0015(9) -0.0012(10)
C9 0.0228(12) 0.0187(12) 0.0160(12) 0.0006(9) 0.0001(9) 0.0034(10)
C10 0.0176(12) 0.0220(13) 0.0177(12) -0.0037(9) -0.0021(9) 0.0013(10)
C11 0.0212(12) 0.0268(14) 0.0213(13) -0.0008(11) -0.0013(10) -0.0003(11)
C12 0.0372(15) 0.0324(15) 0.0196(13) -0.0075(11) -0.0040(11) -0.0050(12)
C13 0.0162(12) 0.0217(13) 0.0207(12) -0.0001(10) 0.0011(9) -0.0055(10)
C14 0.0171(12) 0.0194(12) 0.0171(12) -0.0019(9) 0.0004(9) 0.0000(10)
C15 0.0157(11) 0.0194(12) 0.0148(11) 0.0004(9) 0.0019(9) 0.0027(10)
C16 0.0187(12) 0.0183(12) 0.0180(12) 0.0015(9) 0.0019(9) -0.0026(10)
C17 0.0186(12) 0.0182(12) 0.0198(12) -0.0023(9) 0.0039(9) -0.0024(10)
C18 0.0245(13) 0.0181(12) 0.0199(12) -0.0016(10) 0.0035(10) -0.0038(10)
C19 0.0291(14) 0.0325(15) 0.0179(13) 0.0014(11) 0.0003(10) 0.0055(12)
C20 0.0246(13) 0.0364(16) 0.0197(13) -0.0095(11) -0.0015(10) -0.0081(12)
C21 0.0337(14) 0.0250(14) 0.0279(14) -0.0070(11) 0.0091(11) -0.0137(12)
C22 0.0297(14) 0.0211(13) 0.0181(12) 0.0007(10) 0.0050(10) -0.0027(11)
C23 0.0368(16) 0.0370(17) 0.0371(16) 0.0167(13) -0.0074(13) 0.0003(13)
C24 0.0314(14) 0.0342(15) 0.0241(13) -0.0047(11) 0.0062(11) -0.0031(12)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N1 1.6756(19) . ?
S1 N3 1.597(2) . ?
S1 O4 1.4165(17) . ?
S1 O5 1.4237(16) . ?
N1 C1 1.410(3) . ?
N1 C15 1.422(3) . ?
N2 C11 1.386(3) . ?
N2 C12 1.458(3) . ?
N2 C13 1.379(3) . ?
N3 C23 1.458(3) . ?
N3 C24 1.448(3) . ?
O1 H1 0.82(3) . ?
O1 C16 1.423(3) . ?
O2 C11 1.207(3) . ?
O3 C13 1.213(3) . ?
F1 C18 1.345(3) . ?
F2 C19 1.346(3) . ?
F3 C20 1.342(3) . ?
F4 C21 1.342(3) . ?
F5 C22 1.349(3) . ?
C1 C2 1.389(3) . ?
C1 C6 1.398(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(3) . ?
C6 C7 1.449(3) . ?
C7 C8 1.502(3) . ?
C7 C15 1.347(3) . ?
C8 H8 1.0000 . ?
C8 C9 1.536(3) . ?
C8 C16 1.539(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.543(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.512(3) . ?
C10 C14 1.546(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.524(3) . ?
C14 H14 1.0000 . ?
C14 C15 1.498(3) . ?
C16 H16 1.0000 . ?
C16 C17 1.526(3) . ?
C17 C18 1.387(3) . ?
C17 C22 1.381(3) . ?
C18 C19 1.379(3) . ?
C19 C20 1.365(4) . ?
C20 C21 1.368(4) . ?
C21 C22 1.381(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 S1 N1 102.57(10) . . ?
O4 S1 N1 109.84(10) . . ?
O4 S1 N3 107.46(11) . . ?
O4 S1 O5 119.51(10) . . ?
O5 S1 N1 104.54(9) . . ?
O5 S1 N3 111.60(10) . . ?
C1 N1 S1 122.14(15) . . ?
C1 N1 C15 107.00(18) . . ?
C15 N1 S1 127.46(15) . . ?
C11 N2 C12 123.5(2) . . ?
C13 N2 C11 113.11(19) . . ?
C13 N2 C12 123.2(2) . . ?
C23 N3 S1 123.20(18) . . ?
C24 N3 S1 118.83(16) . . ?
C24 N3 C23 117.7(2) . . ?
C16 O1 H1 103(2) . . ?
C2 C1 N1 129.4(2) . . ?
C2 C1 C6 122.5(2) . . ?
C6 C1 N1 108.07(19) . . ?
C1 C2 H2 121.5 . . ?
C3 C2 C1 117.0(2) . . ?
C3 C2 H2 121.5 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 119.4 . . ?
C5 C4 C3 121.2(2) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 120.8 . . ?
C4 C5 C6 118.3(2) . . ?
C6 C5 H5 120.8 . . ?
C1 C6 C7 107.30(19) . . ?
C5 C6 C1 119.5(2) . . ?
C5 C6 C7 133.2(2) . . ?
C6 C7 C8 129.1(2) . . ?
C15 C7 C6 107.8(2) . . ?
C15 C7 C8 123.0(2) . . ?
C7 C8 H8 107.5 . . ?
C7 C8 C9 108.06(18) . . ?
C7 C8 C16 114.55(18) . . ?
C9 C8 H8 107.5 . . ?
C9 C8 C16 111.56(18) . . ?
C16 C8 H8 107.5 . . ?
C8 C9 H9A 108.9 . . ?
C8 C9 H9B 108.9 . . ?
C8 C9 C10 113.41(18) . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C9 C10 H10 110.3 . . ?
C9 C10 C14 114.00(18) . . ?
C11 C10 C9 108.02(19) . . ?
C11 C10 H10 110.3 . . ?
C11 C10 C14 103.83(18) . . ?
C14 C10 H10 110.3 . . ?
N2 C11 C10 108.45(19) . . ?
O2 C11 N2 123.4(2) . . ?
O2 C11 C10 128.0(2) . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C14 107.87(19) . . ?
O3 C13 N2 123.7(2) . . ?
O3 C13 C14 128.4(2) . . ?
C10 C14 H14 108.9 . . ?
C13 C14 C10 103.57(18) . . ?
C13 C14 H14 108.9 . . ?
C15 C14 C10 113.25(19) . . ?
C15 C14 C13 113.05(18) . . ?
C15 C14 H14 108.9 . . ?
N1 C15 C14 124.4(2) . . ?
C7 C15 N1 109.83(19) . . ?
C7 C15 C14 125.3(2) . . ?
O1 C16 C8 110.23(18) . . ?
O1 C16 H16 107.9 . . ?
O1 C16 C17 109.99(18) . . ?
C8 C16 H16 107.9 . . ?
C17 C16 C8 112.63(18) . . ?
C17 C16 H16 107.9 . . ?
C18 C17 C16 124.0(2) . . ?
C22 C17 C16 120.4(2) . . ?
C22 C17 C18 115.6(2) . . ?
F1 C18 C17 121.0(2) . . ?
F1 C18 C19 116.6(2) . . ?
C19 C18 C17 122.4(2) . . ?
F2 C19 C18 120.1(2) . . ?
F2 C19 C20 120.0(2) . . ?
C20 C19 C18 119.9(2) . . ?
F3 C20 C19 120.1(2) . . ?
F3 C20 C21 120.0(2) . . ?
C19 C20 C21 119.9(2) . . ?
F4 C21 C20 120.5(2) . . ?
F4 C21 C22 120.2(2) . . ?
C20 C21 C22 119.3(2) . . ?
F5 C22 C17 119.6(2) . . ?
F5 C22 C21 117.4(2) . . ?
C21 C22 C17 122.9(2) . . ?
N3 C23 H23A 109.5 . . ?
N3 C23 H23B 109.5 . . ?
N3 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C24 H24A 109.5 . . ?
N3 C24 H24B 109.5 . . ?
N3 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O3 0.82(3) 2.04(3) 2.847(2) 169(3) 2_645
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 C2 -22.1(3) . . . . ?
S1 N1 C1 C6 159.42(16) . . . . ?
S1 N1 C15 C7 -157.82(17) . . . . ?
S1 N1 C15 C14 29.8(3) . . . . ?
N1 S1 N3 C23 127.4(2) . . . . ?
N1 S1 N3 C24 -58.12(19) . . . . ?
N1 C1 C2 C3 -179.1(2) . . . . ?
N1 C1 C6 C5 178.6(2) . . . . ?
N1 C1 C6 C7 0.5(2) . . . . ?
N2 C13 C14 C10 16.5(2) . . . . ?
N2 C13 C14 C15 139.49(19) . . . . ?
N3 S1 N1 C1 -38.51(19) . . . . ?
N3 S1 N1 C15 117.89(19) . . . . ?
O1 C16 C17 C18 -39.9(3) . . . . ?
O1 C16 C17 C22 139.7(2) . . . . ?
O3 C13 C14 C10 -164.5(2) . . . . ?
O3 C13 C14 C15 -41.5(3) . . . . ?
O4 S1 N1 C1 75.52(19) . . . . ?
O4 S1 N1 C15 -128.08(19) . . . . ?
O4 S1 N3 C23 11.6(2) . . . . ?
O4 S1 N3 C24 -173.89(18) . . . . ?
O5 S1 N1 C1 -155.09(17) . . . . ?
O5 S1 N1 C15 1.3(2) . . . . ?
O5 S1 N3 C23 -121.2(2) . . . . ?
O5 S1 N3 C24 53.3(2) . . . . ?
F1 C18 C19 F2 -0.8(3) . . . . ?
F1 C18 C19 C20 179.6(2) . . . . ?
F2 C19 C20 F3 0.3(4) . . . . ?
F2 C19 C20 C21 -179.4(2) . . . . ?
F3 C20 C21 F4 0.9(4) . . . . ?
F3 C20 C21 C22 -179.8(2) . . . . ?
F4 C21 C22 F5 0.7(3) . . . . ?
F4 C21 C22 C17 179.7(2) . . . . ?
C1 N1 C15 C7 1.4(2) . . . . ?
C1 N1 C15 C14 -170.9(2) . . . . ?
C1 C2 C3 C4 0.5(4) . . . . ?
C1 C6 C7 C8 176.7(2) . . . . ?
C1 C6 C7 C15 0.3(2) . . . . ?
C2 C1 C6 C5 0.0(3) . . . . ?
C2 C1 C6 C7 -178.1(2) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C3 C4 C5 C6 -1.6(4) . . . . ?
C4 C5 C6 C1 1.2(3) . . . . ?
C4 C5 C6 C7 178.7(2) . . . . ?
C5 C6 C7 C8 -1.0(4) . . . . ?
C5 C6 C7 C15 -177.3(2) . . . . ?
C6 C1 C2 C3 -0.9(3) . . . . ?
C6 C7 C8 C9 -144.5(2) . . . . ?
C6 C7 C8 C16 90.5(3) . . . . ?
C6 C7 C15 N1 -1.1(2) . . . . ?
C6 C7 C15 C14 171.2(2) . . . . ?
C7 C8 C9 C10 -52.9(2) . . . . ?
C7 C8 C16 O1 58.1(2) . . . . ?
C7 C8 C16 C17 -65.1(2) . . . . ?
C8 C7 C15 N1 -177.73(19) . . . . ?
C8 C7 C15 C14 -5.5(3) . . . . ?
C8 C9 C10 C11 165.64(19) . . . . ?
C8 C9 C10 C14 50.8(3) . . . . ?
C8 C16 C17 C18 83.5(3) . . . . ?
C8 C16 C17 C22 -96.9(2) . . . . ?
C9 C8 C16 O1 -65.0(2) . . . . ?
C9 C8 C16 C17 171.72(18) . . . . ?
C9 C10 C11 N2 -108.8(2) . . . . ?
C9 C10 C11 O2 67.8(3) . . . . ?
C9 C10 C14 C13 100.2(2) . . . . ?
C9 C10 C14 C15 -22.6(3) . . . . ?
C10 C14 C15 N1 171.35(19) . . . . ?
C10 C14 C15 C7 0.2(3) . . . . ?
C11 N2 C13 O3 171.6(2) . . . . ?
C11 N2 C13 C14 -9.4(3) . . . . ?
C11 C10 C14 C13 -17.1(2) . . . . ?
C11 C10 C14 C15 -139.90(19) . . . . ?
C12 N2 C11 O2 -4.0(4) . . . . ?
C12 N2 C11 C10 172.9(2) . . . . ?
C12 N2 C13 O3 -3.6(4) . . . . ?
C12 N2 C13 C14 175.5(2) . . . . ?
C13 N2 C11 O2 -179.1(2) . . . . ?
C13 N2 C11 C10 -2.3(3) . . . . ?
C13 C14 C15 N1 53.9(3) . . . . ?
C13 C14 C15 C7 -117.2(2) . . . . ?
C14 C10 C11 N2 12.5(2) . . . . ?
C14 C10 C11 O2 -170.8(2) . . . . ?
C15 N1 C1 C2 177.3(2) . . . . ?
C15 N1 C1 C6 -1.2(2) . . . . ?
C15 C7 C8 C9 31.4(3) . . . . ?
C15 C7 C8 C16 -93.6(3) . . . . ?
C16 C8 C9 C10 73.9(2) . . . . ?
C16 C17 C18 F1 0.3(3) . . . . ?
C16 C17 C18 C19 -179.4(2) . . . . ?
C16 C17 C22 F5 -1.4(3) . . . . ?
C16 C17 C22 C21 179.6(2) . . . . ?
C17 C18 C19 F2 178.9(2) . . . . ?
C17 C18 C19 C20 -0.7(4) . . . . ?
C18 C17 C22 F5 178.2(2) . . . . ?
C18 C17 C22 C21 -0.7(3) . . . . ?
C18 C19 C20 F3 179.9(2) . . . . ?
C18 C19 C20 C21 0.2(4) . . . . ?
C19 C20 C21 F4 -179.4(2) . . . . ?
C19 C20 C21 C22 -0.1(4) . . . . ?
C20 C21 C22 F5 -178.7(2) . . . . ?
C20 C21 C22 C17 0.3(4) . . . . ?
C22 C17 C18 F1 -179.4(2) . . . . ?
C22 C17 C18 C19 0.9(3) . . . . ?
_shelx_res_file
;
TITL mjh120042a in P2(1)/n
CELL 0.71073 7.907 14.2862 20.6839 90 101.016 90
ZERR 4 0.0004 0.0007 0.001 0 0.005 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H N O F S
UNIT 96 80 12 20 20 4
EQIV $1 1.5-X,-0.5+Y,0.5-Z
L.S. 8
PLAN 20
SIZE 0.15 0.1 0.1
TEMP -123.15
HTAB O1 O3_$1
BOND $H
CONF
MORE -1
fmap 2
acta 50
REM
REM
REM
WGHT 0.040200 1.504200
FVAR 0.22950
S1 6 0.469592 0.656350 0.170299 11.00000 0.01987 0.01732 =
0.02044 0.00003 0.00330 -0.00072
N1 3 0.393121 0.557064 0.196911 11.00000 0.01548 0.01737 =
0.02060 0.00209 0.00100 -0.00053
N2 3 0.767529 0.524931 0.384215 11.00000 0.02238 0.02375 =
0.01925 -0.00585 -0.00216 -0.00151
N3 3 0.399527 0.651720 0.092666 11.00000 0.02709 0.02256 =
0.02081 0.00488 0.00015 0.00162
O1 4 0.678809 0.290963 0.187561 11.00000 0.01971 0.02199 =
0.02801 -0.00215 0.00665 -0.00319
H1 2 0.750278 0.248879 0.189146 11.00000 0.04820
O2 4 0.896371 0.386894 0.421621 11.00000 0.03771 0.03570 =
0.02690 -0.00015 -0.01315 0.00668
O3 4 0.599646 0.637713 0.325141 11.00000 0.02947 0.02005 =
0.02643 -0.00323 0.00386 0.00089
O4 4 0.391068 0.734468 0.194743 11.00000 0.03519 0.02096 =
0.03771 -0.00350 0.01092 0.00328
O5 4 0.651937 0.646137 0.186103 11.00000 0.01756 0.02625 =
0.02867 0.00223 0.00230 -0.00435
F1 5 0.434011 0.349312 0.083800 11.00000 0.04555 0.01978 =
0.02272 0.00346 0.00430 -0.00635
F2 5 0.203695 0.287226 -0.017861 11.00000 0.05295 0.04400 =
0.02117 0.00622 -0.00746 0.00321
F3 5 0.052881 0.117652 -0.012996 11.00000 0.03906 0.05851 =
0.02924 -0.01204 -0.00799 -0.01518
F4 5 0.136237 0.010065 0.097042 11.00000 0.05374 0.03521 =
0.04033 -0.00962 0.00752 -0.02850
F5 5 0.367005 0.071039 0.200331 11.00000 0.05211 0.02498 =
0.02463 0.00587 0.00450 -0.01291
C1 1 0.227754 0.522462 0.169852 11.00000 0.01594 0.02489 =
0.01642 0.00160 0.00415 -0.00036
C2 1 0.084760 0.569801 0.135760 11.00000 0.02140 0.02799 =
0.02757 0.00819 0.00517 0.00373
AFIX 43
H2 2 0.088608 0.634921 0.126856 11.00000 -1.20000
AFIX 0
C3 1 -0.063352 0.517982 0.115367 11.00000 0.01168 0.04629 =
0.03400 0.01401 -0.00091 0.00207
AFIX 43
H3 2 -0.163407 0.547989 0.091615 11.00000 -1.20000
AFIX 0
C4 1 -0.069017 0.422582 0.128922 11.00000 0.01535 0.04254 =
0.03461 0.00800 -0.00217 -0.00767
AFIX 43
H4 2 -0.172350 0.388683 0.113767 11.00000 -1.20000
AFIX 0
C5 1 0.073197 0.376301 0.164072 11.00000 0.02114 0.02784 =
0.02702 0.00620 0.00491 -0.00611
AFIX 43
H5 2 0.067638 0.311625 0.174135 11.00000 -1.20000
AFIX 0
C6 1 0.224627 0.426957 0.184308 11.00000 0.01496 0.02581 =
0.01450 0.00164 0.00275 -0.00008
C7 1 0.392806 0.402588 0.221899 11.00000 0.01629 0.01992 =
0.01494 -0.00060 0.00321 -0.00045
C8 1 0.455404 0.310478 0.252494 11.00000 0.01663 0.02021 =
0.01750 0.00000 0.00154 -0.00121
AFIX 13
H8 2 0.353546 0.277045 0.263583 11.00000 -1.20000
AFIX 0
C9 1 0.580327 0.330572 0.317492 11.00000 0.02280 0.01874 =
0.01602 0.00058 0.00014 0.00337
AFIX 23
H9A 2 0.631633 0.270801 0.335933 11.00000 -1.20000
H9B 2 0.514713 0.357300 0.349359 11.00000 -1.20000
AFIX 0
C10 1 0.726629 0.398717 0.309810 11.00000 0.01758 0.02200 =
0.01769 -0.00369 -0.00211 0.00129
AFIX 13
H10 2 0.812880 0.366536 0.287899 11.00000 -1.20000
AFIX 0
C11 1 0.811229 0.431897 0.377718 11.00000 0.02118 0.02679 =
0.02130 -0.00083 -0.00127 -0.00027
C12 1 0.810313 0.576857 0.445853 11.00000 0.03716 0.03236 =
0.01963 -0.00746 -0.00398 -0.00502
AFIX 137
H12A 2 0.935399 0.576145 0.461437 11.00000 -1.50000
H12B 2 0.753636 0.547650 0.478936 11.00000 -1.50000
H12C 2 0.770664 0.641681 0.438619 11.00000 -1.50000
AFIX 0
C13 1 0.667575 0.561303 0.327844 11.00000 0.01619 0.02175 =
0.02068 -0.00015 0.00109 -0.00550
C14 1 0.663687 0.490051 0.272770 11.00000 0.01709 0.01944 =
0.01707 -0.00193 0.00043 0.00003
AFIX 13
H14 2 0.748922 0.509143 0.245223 11.00000 -1.20000
AFIX 0
C15 1 0.489650 0.480870 0.229362 11.00000 0.01570 0.01939 =
0.01480 0.00039 0.00194 0.00266
C16 1 0.537037 0.245601 0.207554 11.00000 0.01871 0.01827 =
0.01796 0.00150 0.00193 -0.00258
AFIX 13
H16 2 0.581867 0.188903 0.233651 11.00000 -1.20000
AFIX 0
C17 1 0.407889 0.213130 0.147199 11.00000 0.01856 0.01819 =
0.01976 -0.00232 0.00386 -0.00238
C18 1 0.363157 0.264939 0.089764 11.00000 0.02449 0.01811 =
0.01994 -0.00160 0.00348 -0.00378
C19 1 0.244739 0.233635 0.036391 11.00000 0.02909 0.03254 =
0.01794 0.00141 0.00029 0.00549
C20 1 0.168358 0.148385 0.038794 11.00000 0.02462 0.03641 =
0.01969 -0.00955 -0.00153 -0.00809
C21 1 0.209165 0.094453 0.094224 11.00000 0.03366 0.02502 =
0.02793 -0.00700 0.00906 -0.01375
C22 1 0.327779 0.127225 0.147175 11.00000 0.02974 0.02112 =
0.01814 0.00073 0.00497 -0.00271
C23 1 0.302607 0.727381 0.055387 11.00000 0.03680 0.03696 =
0.03709 0.01670 -0.00740 0.00034
AFIX 137
H23A 2 0.270533 0.773597 0.085924 11.00000 -1.50000
H23B 2 0.198211 0.701965 0.027707 11.00000 -1.50000
H23C 2 0.373910 0.757453 0.027466 11.00000 -1.50000
AFIX 0
C24 1 0.446431 0.572417 0.056181 11.00000 0.03143 0.03419 =
0.02406 -0.00475 0.00619 -0.00313
AFIX 137
H24A 2 0.519032 0.593701 0.025616 11.00000 -1.50000
H24B 2 0.341902 0.543110 0.031322 11.00000 -1.50000
H24C 2 0.510097 0.526780 0.086919 11.00000 -1.50000
AFIX 0
HKLF 4
REM mjh120042a in P2(1)/n
REM R1 = 0.0492 for 3582 Fo > 4sig(Fo) and 0.0864 for all 5125 data
REM 350 parameters refined using 0 restraints
END
WGHT 0.0402 1.5042
REM Highest difference peak 0.344, deepest hole -0.374, 1-sigma level 0.067
Q1 1 0.4730 0.2359 0.1755 11.00000 0.05 0.34
Q2 1 0.4132 0.3575 0.2371 11.00000 0.05 0.33
Q3 1 0.5160 0.3201 0.2861 11.00000 0.05 0.32
Q4 1 0.3161 0.4009 0.1958 11.00000 0.05 0.32
Q5 1 0.2194 0.7527 0.0844 11.00000 0.05 0.30
Q6 1 0.0439 0.4604 0.0504 11.00000 0.05 0.28
Q7 1 -0.1036 0.4980 0.0126 11.00000 0.05 0.28
Q8 1 0.7147 0.4473 0.2910 11.00000 0.05 0.27
Q9 1 -0.0075 0.5431 0.1535 11.00000 0.05 0.26
Q10 1 0.4165 0.6542 0.1256 11.00000 0.05 0.26
Q11 1 0.8028 0.4037 0.3376 11.00000 0.05 0.26
Q12 1 0.6600 0.5257 0.2945 11.00000 0.05 0.26
Q13 1 0.6657 0.5930 0.4589 11.00000 0.05 0.25
Q14 1 0.8796 0.6232 0.4481 11.00000 0.05 0.25
Q15 1 0.5842 0.4824 0.2421 11.00000 0.05 0.25
Q16 1 0.2071 0.3288 -0.0729 11.00000 0.05 0.24
Q17 1 0.3313 0.2343 0.0584 11.00000 0.05 0.24
Q18 1 0.3735 0.1862 0.1462 11.00000 0.05 0.24
Q19 1 0.0515 0.4039 0.0497 11.00000 0.05 0.23
Q20 1 0.7412 0.4776 0.3844 11.00000 0.05 0.23
;
_shelx_res_checksum 14361
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# 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_mjh105
_database_code_depnum_ccdc_archive 'CCDC 1040305'
_audit_update_record
;
2014-12-18 deposited with the CCDC.
2015-01-16 downloaded from the CCDC.
;
_audit_creation_date 2014-12-17
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2014.12.09 svn.r3114 for OlexSys, GUI svn.r4963)
;
_shelxl_version_number 2014/6
_chemical_name_common ?
_chemical_name_systematic
2-phenyl-11-tosyl-11,11a-dihydro-1H,5H-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H)-dione
_chemical_formula_moiety 'C25 H20 N4 O4 S, 0.5(C H2 Cl2)'
_chemical_formula_sum 'C25.50 H21 Cl N4 O4 S'
_chemical_formula_weight 514.97
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/c 1'
_space_group_name_Hall '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 6.2586(2)
_cell_length_b 43.8481(9)
_cell_length_c 17.0987(3)
_cell_angle_alpha 90
_cell_angle_beta 93.143(2)
_cell_angle_gamma 90
_cell_volume 4685.3(2)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 5338
_cell_measurement_temperature 150.0
_cell_measurement_theta_max 62.2533
_cell_measurement_theta_min 2.0134
_shelx_estimated_absorpt_T_max 0.779
_shelx_estimated_absorpt_T_min 0.505
_exptl_absorpt_coefficient_mu 2.634
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.90855
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear light colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier light
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.460
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 2136
_exptl_crystal_size_max 0.3
_exptl_crystal_size_mid 0.3
_exptl_crystal_size_min 0.1
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0228
_diffrn_reflns_av_unetI/netI 0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.846
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_h_min -3
_diffrn_reflns_limit_k_max 49
_diffrn_reflns_limit_k_min -41
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_number 13831
_diffrn_reflns_point_group_measured_fraction_full 0.846
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full 67.679
_diffrn_reflns_theta_max 62.340
_diffrn_reflns_theta_min 2.015
_diffrn_ambient_temperature 150.0
_diffrn_detector_area_resol_mean 10.3968
_diffrn_measured_fraction_theta_full 0.846
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega 42.00 90.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- -0.0649 179.0000 90.0000 48
#__ type_ start__ end____ width___ exp.time_
2 omega 36.00 69.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- -0.0649 179.0000 -90.0000 33
#__ type_ start__ end____ width___ exp.time_
3 omega -21.00 51.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- 1.9399 38.0000 -180.0000 72
#__ type_ start__ end____ width___ exp.time_
4 omega 63.00 144.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 84.6210 45.0000 -150.0000 81
#__ type_ start__ end____ width___ exp.time_
5 omega 18.00 50.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 84.6210 -45.0000 30.0000 32
#__ type_ start__ end____ width___ exp.time_
6 omega 29.00 77.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 84.6210 -45.0000 -30.0000 48
#__ type_ start__ end____ width___ exp.time_
7 omega 107.00 165.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 84.6210 15.0000 -180.0000 58
#__ type_ start__ end____ width___ exp.time_
8 omega 37.00 77.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 84.6210 15.0000 -180.0000 40
#__ type_ start__ end____ width___ exp.time_
9 omega 19.00 71.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 84.6210 -45.0000 90.0000 52
#__ type_ start__ end____ width___ exp.time_
10 omega 8.00 71.00 1.0000 50.0000
omega____ theta____ kappa____ phi______ frames
- 84.6210 -77.0000 -60.0000 63
;
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 0.1523134000
_diffrn_orient_matrix_UB_12 0.0262335000
_diffrn_orient_matrix_UB_13 -0.0193410000
_diffrn_orient_matrix_UB_21 0.0066997000
_diffrn_orient_matrix_UB_22 0.0103750000
_diffrn_orient_matrix_UB_23 0.0861975000
_diffrn_orient_matrix_UB_31 0.1938529000
_diffrn_orient_matrix_UB_32 -0.0208992000
_diffrn_orient_matrix_UB_33 0.0185258000
_diffrn_radiation_monochromator mirror
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_source 'Enhance Ultra (Cu) X-ray Source'
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 5694
_reflns_number_total 7203
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 58.86
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2008)'
_computing_structure_solution 'XS (Sheldrick, 2008)'
_refine_diff_density_max 0.385
_refine_diff_density_min -0.420
_refine_diff_density_rms 0.062
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.076
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 640
_refine_ls_number_reflns 7203
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0702
_refine_ls_R_factor_gt 0.0560
_refine_ls_restrained_S_all 1.076
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0556P)^2^+8.8883P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1440
_refine_ls_wR_factor_ref 0.1527
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
C8(H8), C35(H35)
2.b Secondary CH2 refined with riding coordinates:
C10(H10A,H10B), C32(H32A,H32B), C51(H51A,H51B)
2.c Me refined with riding coordinates:
C25(H25A,H25B,H25C), C50(H50A,H50B,H50C)
2.d Aromatic/amide H refined with riding coordinates:
C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C14(H14), C15(H15), C16(H16),
C17(H17), C18(H18), C20(H20), C21(H21), C23(H23), C24(H24), C27(H27), C28(H28),
C29(H29), C30(H30), C33(H33), C39(H39), C40(H40), C41(H41), C42(H42),
C43(H43), C45(H45), C46(H46), C48(H48), C49(H49)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.63489(14) 0.57017(2) 0.72087(5) 0.0253(2) Uani 1 1 d . . . . .
O1 O 1.2931(4) 0.68807(6) 0.83045(16) 0.0350(6) Uani 1 1 d . . . . .
O2 O 0.6505(4) 0.63729(5) 0.82397(13) 0.0288(6) Uani 1 1 d . . . . .
O3 O 0.7412(4) 0.57327(6) 0.79624(14) 0.0343(6) Uani 1 1 d . . . . .
O4 O 0.4076(4) 0.56902(6) 0.71157(15) 0.0330(6) Uani 1 1 d . . . . .
N1 N 0.7115(4) 0.60048(6) 0.66968(15) 0.0237(6) Uani 1 1 d . . . . .
N4 N 0.9651(4) 0.66501(6) 0.85139(16) 0.0250(6) Uani 1 1 d . . . . .
C1 C 0.6779(6) 0.59991(7) 0.58523(19) 0.0250(8) Uani 1 1 d . . . . .
C2 C 0.4993(6) 0.59054(8) 0.5415(2) 0.0297(8) Uani 1 1 d . . . . .
H2 H 0.3771 0.5828 0.5655 0.036 Uiso 1 1 calc R . . . .
C3 C 0.5050(7) 0.59284(9) 0.4601(2) 0.0368(10) Uani 1 1 d . . . . .
H3 H 0.3844 0.5863 0.4283 0.044 Uiso 1 1 calc R . . . .
C4 C 0.6802(7) 0.60428(9) 0.4249(2) 0.0375(10) Uani 1 1 d . . . . .
H4 H 0.6788 0.6054 0.3694 0.045 Uiso 1 1 calc R . . . .
C5 C 0.8600(7) 0.61426(8) 0.4695(2) 0.0328(9) Uani 1 1 d . . . . .
H5 H 0.9805 0.6224 0.4452 0.039 Uiso 1 1 calc R . . . .
C6 C 0.8574(6) 0.61196(8) 0.5508(2) 0.0262(8) Uani 1 1 d . . . . .
C7 C 1.0073(6) 0.62317(8) 0.6122(2) 0.0252(8) Uani 1 1 d . . . . .
C9 C 1.1652(6) 0.64337(8) 0.6098(2) 0.0311(8) Uani 1 1 d . . . . .
H9 H 1.2150 0.6490 0.5604 0.037 Uiso 1 1 calc R . . . .
C10 C 1.2665(6) 0.65737(9) 0.6819(2) 0.0335(9) Uani 1 1 d . . . . .
H10A H 1.4142 0.6495 0.6905 0.040 Uiso 1 1 calc R . . . .
H10B H 1.2742 0.6798 0.6750 0.040 Uiso 1 1 calc R . . . .
N3 N 1.1437(4) 0.65034(7) 0.75049(17) 0.0273(7) Uani 1 1 d . . . . .
N2 N 0.9287(4) 0.64016(6) 0.73893(16) 0.0253(6) Uani 1 1 d . . . . .
C8 C 0.9260(5) 0.61269(8) 0.6899(2) 0.0246(8) Uani 1 1 d . . . . .
H8 H 1.0212 0.5966 0.7141 0.030 Uiso 1 1 calc R . . . .
C11 C 1.1527(6) 0.66977(8) 0.8128(2) 0.0266(8) Uani 1 1 d . . . . .
C12 C 0.8243(6) 0.64591(8) 0.80753(19) 0.0242(8) Uani 1 1 d . . . . .
C13 C 0.9152(6) 0.68261(8) 0.9188(2) 0.0278(8) Uani 1 1 d . . . . .
C14 C 1.0651(6) 0.68469(8) 0.9806(2) 0.0337(9) Uani 1 1 d . . . . .
H14 H 1.1943 0.6733 0.9806 0.040 Uiso 1 1 calc R . . . .
C15 C 1.0235(7) 0.70380(9) 1.0433(2) 0.0429(11) Uani 1 1 d . . . . .
H15 H 1.1262 0.7058 1.0859 0.052 Uiso 1 1 calc R . . . .
C16 C 0.8324(7) 0.71983(9) 1.0433(2) 0.0433(11) Uani 1 1 d . . . . .
H16 H 0.8042 0.7328 1.0861 0.052 Uiso 1 1 calc R . . . .
C17 C 0.6845(7) 0.71703(10) 0.9818(3) 0.0451(11) Uani 1 1 d . . . . .
H17 H 0.5537 0.7280 0.9821 0.054 Uiso 1 1 calc R . . . .
C18 C 0.7241(6) 0.69830(9) 0.9189(2) 0.0356(9) Uani 1 1 d . . . . .
H18 H 0.6208 0.6963 0.8764 0.043 Uiso 1 1 calc R . . . .
C19 C 0.7406(6) 0.53780(8) 0.67548(19) 0.0253(8) Uani 1 1 d . . . . .
C20 C 0.6141(6) 0.52109(8) 0.6210(2) 0.0285(8) Uani 1 1 d . . . . .
H20 H 0.4704 0.5270 0.6082 0.034 Uiso 1 1 calc R . . . .
C21 C 0.7013(6) 0.49583(8) 0.5859(2) 0.0338(9) Uani 1 1 d . . . . .
H21 H 0.6146 0.4841 0.5498 0.041 Uiso 1 1 calc R . . . .
C22 C 0.9129(6) 0.48725(9) 0.6025(2) 0.0360(9) Uani 1 1 d . . . . .
C23 C 1.0336(6) 0.50420(9) 0.6578(3) 0.0389(10) Uani 1 1 d . . . . .
H23 H 1.1774 0.4984 0.6707 0.047 Uiso 1 1 calc R . . . .
C24 C 0.9494(6) 0.52924(8) 0.6943(2) 0.0336(9) Uani 1 1 d . . . . .
H24 H 1.0344 0.5405 0.7320 0.040 Uiso 1 1 calc R . . . .
C25 C 1.0064(8) 0.46035(9) 0.5623(3) 0.0518(12) Uani 1 1 d . . . . .
H25A H 1.1560 0.4577 0.5810 0.078 Uiso 1 1 calc R . . . .
H25B H 0.9251 0.4420 0.5740 0.078 Uiso 1 1 calc R . . . .
H25C H 0.9991 0.4638 0.5056 0.078 Uiso 1 1 calc R . . . .
Cl1 Cl 1.2636(3) 0.76779(4) 0.74318(8) 0.0829(5) Uani 1 1 d . . . . .
S2 S 1.11879(14) 0.57341(2) 0.22263(5) 0.0259(2) Uani 1 1 d . . . . .
O5 O 1.7722(4) 0.69220(6) 0.32745(15) 0.0346(6) Uani 1 1 d . . . . .
O6 O 1.1325(4) 0.64066(6) 0.32403(13) 0.0295(6) Uani 1 1 d . . . . .
O7 O 0.8918(4) 0.57156(6) 0.21283(15) 0.0338(6) Uani 1 1 d . . . . .
O8 O 1.2226(4) 0.57737(6) 0.29812(14) 0.0346(6) Uani 1 1 d . . . . .
N5 N 1.1919(4) 0.60358(6) 0.16989(15) 0.0242(6) Uani 1 1 d . . . . .
N8 N 1.4482(4) 0.66811(6) 0.35094(15) 0.0233(6) Uani 1 1 d . . . . .
C26 C 1.1638(6) 0.60133(8) 0.08550(19) 0.0250(8) Uani 1 1 d . . . . .
C27 C 0.9872(6) 0.59118(8) 0.0417(2) 0.0308(8) Uani 1 1 d . . . . .
H27 H 0.8625 0.5844 0.0658 0.037 Uiso 1 1 calc R . . . .
C28 C 0.9982(7) 0.59123(9) -0.0397(2) 0.0370(10) Uani 1 1 d . . . . .
H28 H 0.8793 0.5841 -0.0715 0.044 Uiso 1 1 calc R . . . .
C29 C 1.1777(7) 0.60141(8) -0.0748(2) 0.0358(9) Uani 1 1 d . . . . .
H29 H 1.1809 0.6008 -0.1303 0.043 Uiso 1 1 calc R . . . .
C30 C 1.3542(7) 0.61249(8) -0.0308(2) 0.0332(9) Uani 1 1 d . . . . .
H30 H 1.4766 0.6199 -0.0554 0.040 Uiso 1 1 calc R . . . .
C31 C 1.3459(6) 0.61245(8) 0.0508(2) 0.0263(8) Uani 1 1 d . . . . .
C34 C 1.4895(6) 0.62569(8) 0.11161(19) 0.0252(8) Uani 1 1 d . . . . .
C33 C 1.6405(6) 0.64678(9) 0.1065(2) 0.0344(9) Uani 1 1 d . . . . .
H33 H 1.6909 0.6515 0.0565 0.041 Uiso 1 1 calc R . . . .
C32 C 1.7336(6) 0.66327(10) 0.1767(2) 0.0385(10) Uani 1 1 d . . . . .
H32A H 1.8861 0.6576 0.1858 0.046 Uiso 1 1 calc R . . . .
H32B H 1.7260 0.6855 0.1674 0.046 Uiso 1 1 calc R . . . .
N7 N 1.6167(4) 0.65561(7) 0.24614(17) 0.0279(7) Uani 1 1 d . . . . .
N6 N 1.4021(4) 0.64486(7) 0.23601(16) 0.0262(7) Uani 1 1 d . . . . .
C35 C 1.4053(6) 0.61658(8) 0.18977(19) 0.0245(8) Uani 1 1 d . . . . .
H35 H 1.5008 0.6011 0.2165 0.029 Uiso 1 1 calc R . . . .
C36 C 1.6311(6) 0.67397(8) 0.3106(2) 0.0261(8) Uani 1 1 d . . . . .
C37 C 1.3050(5) 0.64964(8) 0.30674(19) 0.0233(7) Uani 1 1 d . . . . .
C38 C 1.4053(6) 0.68346(8) 0.42265(19) 0.0260(8) Uani 1 1 d . . . . .
C39 C 1.5692(6) 0.68626(8) 0.4798(2) 0.0316(8) Uani 1 1 d . . . . .
H39 H 1.7029 0.6765 0.4738 0.038 Uiso 1 1 calc R . . . .
C40 C 1.5356(7) 0.70349(9) 0.5462(2) 0.0393(10) Uani 1 1 d . . . . .
H40 H 1.6475 0.7058 0.5856 0.047 Uiso 1 1 calc R . . . .
C41 C 1.3390(7) 0.71740(9) 0.5553(2) 0.0418(11) Uani 1 1 d . . . . .
H41 H 1.3173 0.7295 0.6002 0.050 Uiso 1 1 calc R . . . .
C42 C 1.1762(7) 0.71348(9) 0.4989(2) 0.0390(10) Uani 1 1 d . . . . .
H42 H 1.0404 0.7224 0.5059 0.047 Uiso 1 1 calc R . . . .
C43 C 1.2078(6) 0.69656(8) 0.4319(2) 0.0283(8) Uani 1 1 d . . . . .
H43 H 1.0950 0.6940 0.3929 0.034 Uiso 1 1 calc R . . . .
C44 C 1.2295(6) 0.54098(8) 0.1792(2) 0.0267(8) Uani 1 1 d . . . . .
C45 C 1.1089(6) 0.52359(8) 0.1244(2) 0.0301(8) Uani 1 1 d . . . . .
H45 H 0.9649 0.5290 0.1103 0.036 Uiso 1 1 calc R . . . .
C46 C 1.2009(6) 0.49861(9) 0.0913(2) 0.0351(9) Uani 1 1 d . . . . .
H46 H 1.1177 0.4865 0.0549 0.042 Uiso 1 1 calc R . . . .
C47 C 1.4129(7) 0.49056(9) 0.1095(2) 0.0373(10) Uani 1 1 d . . . . .
C48 C 1.5277(7) 0.50796(9) 0.1652(3) 0.0423(10) Uani 1 1 d . . . . .
H48 H 1.6712 0.5025 0.1798 0.051 Uiso 1 1 calc R . . . .
C49 C 1.4387(6) 0.53310(9) 0.2001(2) 0.0355(9) Uani 1 1 d . . . . .
H49 H 1.5202 0.5448 0.2378 0.043 Uiso 1 1 calc R . . . .
C50 C 1.5137(8) 0.46381(10) 0.0715(3) 0.0566(13) Uani 1 1 d . . . . .
H50A H 1.4095 0.4544 0.0340 0.085 Uiso 1 1 calc R . . . .
H50B H 1.6382 0.4707 0.0439 0.085 Uiso 1 1 calc R . . . .
H50C H 1.5594 0.4489 0.1116 0.085 Uiso 1 1 calc R . . . .
Cl2 Cl 0.9035(2) 0.72606(3) 0.72109(7) 0.0583(3) Uani 1 1 d . . . . .
C51 C 1.0553(7) 0.74939(9) 0.7881(2) 0.0462(11) Uani 1 1 d . . . . .
H51A H 0.9604 0.7648 0.8103 0.055 Uiso 1 1 calc R . . . .
H51B H 1.1155 0.7367 0.8318 0.055 Uiso 1 1 calc R . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0297(5) 0.0283(5) 0.0181(4) -0.0012(3) 0.0032(3) -0.0058(4)
O1 0.0272(14) 0.0314(14) 0.0462(16) -0.0053(12) 0.0000(12) -0.0047(12)
O2 0.0296(15) 0.0336(14) 0.0238(13) -0.0051(10) 0.0067(11) -0.0058(11)
O3 0.0476(16) 0.0366(15) 0.0183(12) 0.0017(11) -0.0006(11) -0.0135(12)
O4 0.0271(14) 0.0396(15) 0.0331(14) -0.0054(12) 0.0083(11) -0.0042(11)
N1 0.0270(16) 0.0275(15) 0.0165(14) -0.0020(12) 0.0000(12) -0.0032(12)
N4 0.0258(16) 0.0270(15) 0.0222(15) -0.0034(12) 0.0005(12) -0.0017(12)
C1 0.037(2) 0.0220(18) 0.0168(17) -0.0006(14) 0.0029(15) 0.0089(15)
C2 0.034(2) 0.031(2) 0.0237(19) -0.0054(15) -0.0038(16) 0.0046(16)
C3 0.049(3) 0.037(2) 0.0233(19) -0.0042(16) -0.0121(18) 0.0134(19)
C4 0.059(3) 0.036(2) 0.0170(18) 0.0003(16) 0.0017(18) 0.0154(19)
C5 0.049(2) 0.030(2) 0.0209(18) 0.0022(15) 0.0089(17) 0.0093(17)
C6 0.036(2) 0.0228(18) 0.0205(18) 0.0028(14) 0.0062(15) 0.0074(15)
C7 0.030(2) 0.0237(18) 0.0231(18) 0.0031(14) 0.0075(15) 0.0051(15)
C9 0.036(2) 0.031(2) 0.0277(19) 0.0028(16) 0.0135(16) 0.0014(17)
C10 0.031(2) 0.037(2) 0.034(2) 0.0000(17) 0.0134(17) -0.0062(17)
N3 0.0214(16) 0.0329(17) 0.0279(16) -0.0028(13) 0.0037(12) -0.0061(13)
N2 0.0258(16) 0.0284(16) 0.0222(15) -0.0031(12) 0.0050(12) -0.0047(12)
C8 0.0266(19) 0.0248(18) 0.0226(18) 0.0017(14) 0.0022(15) 0.0005(14)
C11 0.025(2) 0.0244(18) 0.0295(19) 0.0001(15) -0.0035(15) 0.0002(15)
C12 0.030(2) 0.0228(18) 0.0200(17) 0.0000(14) 0.0015(15) -0.0001(15)
C13 0.036(2) 0.0246(18) 0.0225(18) -0.0031(15) 0.0017(16) -0.0077(16)
C14 0.041(2) 0.031(2) 0.028(2) -0.0019(16) -0.0042(17) -0.0053(17)
C15 0.060(3) 0.039(2) 0.029(2) -0.0025(18) 0.000(2) -0.019(2)
C16 0.066(3) 0.030(2) 0.036(2) -0.0112(18) 0.016(2) -0.016(2)
C17 0.047(3) 0.040(2) 0.050(3) -0.016(2) 0.011(2) -0.003(2)
C18 0.032(2) 0.037(2) 0.038(2) -0.0077(18) 0.0026(18) -0.0007(17)
C19 0.029(2) 0.0261(18) 0.0212(18) 0.0042(14) 0.0010(15) -0.0035(15)
C20 0.027(2) 0.032(2) 0.0257(19) -0.0005(15) -0.0009(15) -0.0025(16)
C21 0.047(2) 0.030(2) 0.0246(19) -0.0023(16) 0.0017(17) -0.0066(17)
C22 0.042(2) 0.032(2) 0.036(2) 0.0105(17) 0.0162(18) 0.0030(18)
C23 0.028(2) 0.033(2) 0.056(3) 0.0115(19) 0.0031(19) 0.0025(17)
C24 0.030(2) 0.032(2) 0.039(2) 0.0061(17) -0.0031(17) -0.0073(16)
C25 0.066(3) 0.033(2) 0.060(3) 0.007(2) 0.032(2) 0.009(2)
Cl1 0.1144(12) 0.0840(10) 0.0517(8) -0.0234(7) 0.0183(8) -0.0374(9)
S2 0.0296(5) 0.0299(5) 0.0184(4) -0.0007(3) 0.0032(4) -0.0076(4)
O5 0.0314(15) 0.0327(14) 0.0394(15) -0.0041(12) 0.0006(12) -0.0081(12)
O6 0.0289(15) 0.0351(14) 0.0250(13) -0.0067(11) 0.0064(11) -0.0073(11)
O7 0.0305(15) 0.0400(15) 0.0316(14) -0.0043(11) 0.0076(11) -0.0077(11)
O8 0.0466(16) 0.0387(15) 0.0181(12) 0.0013(11) -0.0013(11) -0.0123(12)
N5 0.0271(16) 0.0294(16) 0.0159(14) -0.0010(12) -0.0001(12) -0.0042(12)
N8 0.0249(16) 0.0277(15) 0.0173(14) -0.0009(12) 0.0015(12) -0.0024(12)
C26 0.035(2) 0.0226(18) 0.0172(17) 0.0010(14) 0.0012(15) 0.0053(15)
C27 0.034(2) 0.032(2) 0.0257(19) -0.0037(16) -0.0022(16) 0.0034(16)
C28 0.050(3) 0.036(2) 0.0232(19) -0.0040(16) -0.0104(18) 0.0095(19)
C29 0.058(3) 0.033(2) 0.0164(18) -0.0010(16) 0.0005(18) 0.0125(19)
C30 0.051(2) 0.028(2) 0.0216(19) 0.0026(15) 0.0078(17) 0.0072(17)
C31 0.037(2) 0.0227(18) 0.0198(17) 0.0014(14) 0.0039(15) 0.0082(15)
C34 0.030(2) 0.0256(18) 0.0205(18) 0.0007(14) 0.0053(15) 0.0043(15)
C33 0.041(2) 0.038(2) 0.0261(19) 0.0003(16) 0.0154(17) -0.0031(18)
C32 0.038(2) 0.048(2) 0.030(2) -0.0040(18) 0.0124(17) -0.0138(19)
N7 0.0217(16) 0.0365(17) 0.0258(16) -0.0017(13) 0.0059(12) -0.0091(13)
N6 0.0253(16) 0.0324(16) 0.0213(15) -0.0028(12) 0.0049(12) -0.0067(13)
C35 0.029(2) 0.0262(18) 0.0180(17) 0.0007(14) 0.0027(14) -0.0012(15)
C36 0.029(2) 0.0246(18) 0.0245(18) -0.0003(15) -0.0001(15) -0.0032(16)
C37 0.026(2) 0.0250(18) 0.0192(17) -0.0024(14) 0.0003(14) -0.0034(15)
C38 0.037(2) 0.0230(18) 0.0180(17) -0.0006(14) 0.0017(15) -0.0056(15)
C39 0.035(2) 0.034(2) 0.0258(19) -0.0010(16) -0.0016(16) -0.0072(17)
C40 0.052(3) 0.043(2) 0.0227(19) -0.0028(17) -0.0006(18) -0.018(2)
C41 0.068(3) 0.031(2) 0.028(2) -0.0108(17) 0.018(2) -0.016(2)
C42 0.047(3) 0.031(2) 0.041(2) -0.0085(18) 0.013(2) -0.0018(18)
C43 0.032(2) 0.0275(19) 0.0252(19) 0.0007(15) 0.0046(16) -0.0006(16)
C44 0.030(2) 0.0272(19) 0.0233(18) 0.0044(15) 0.0013(15) -0.0051(15)
C45 0.031(2) 0.032(2) 0.0267(19) 0.0002(16) -0.0009(16) -0.0026(16)
C46 0.047(3) 0.031(2) 0.027(2) -0.0012(16) 0.0023(17) -0.0037(18)
C47 0.046(3) 0.029(2) 0.039(2) 0.0111(18) 0.0177(19) 0.0010(18)
C48 0.032(2) 0.037(2) 0.058(3) 0.016(2) 0.007(2) 0.0011(18)
C49 0.032(2) 0.034(2) 0.040(2) 0.0059(17) -0.0015(18) -0.0077(17)
C50 0.074(3) 0.037(2) 0.062(3) 0.010(2) 0.032(3) 0.012(2)
Cl2 0.0766(8) 0.0520(7) 0.0437(6) 0.0004(5) -0.0204(6) 0.0012(6)
C51 0.064(3) 0.037(2) 0.037(2) -0.0068(19) -0.003(2) 0.013(2)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.424(3) . ?
S1 O4 1.423(3) . ?
S1 N1 1.676(3) . ?
S1 C19 1.764(4) . ?
O1 C11 1.215(4) . ?
O2 C12 1.199(4) . ?
N1 C1 1.448(4) . ?
N1 C8 1.469(4) . ?
N4 C11 1.394(5) . ?
N4 C12 1.403(4) . ?
N4 C13 1.436(4) . ?
C1 C2 1.373(5) . ?
C1 C6 1.400(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.397(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.375(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.394(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.395(5) . ?
C6 C7 1.455(5) . ?
C7 C9 1.329(5) . ?
C7 C8 1.519(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.487(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 N3 1.470(4) . ?
N3 N2 1.421(4) . ?
N3 C11 1.363(4) . ?
N2 C8 1.467(4) . ?
N2 C12 1.397(4) . ?
C8 H8 1.0000 . ?
C13 C14 1.378(5) . ?
C13 C18 1.380(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.396(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.369(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.396(5) . ?
C19 C24 1.381(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.385(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.391(6) . ?
C22 C23 1.393(6) . ?
C22 C25 1.500(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.382(6) . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
Cl1 C51 1.746(5) . ?
S2 O7 1.423(3) . ?
S2 O8 1.423(2) . ?
S2 N5 1.679(3) . ?
S2 C44 1.763(4) . ?
O5 C36 1.214(4) . ?
O6 C37 1.201(4) . ?
N5 C26 1.447(4) . ?
N5 C35 1.474(4) . ?
N8 C36 1.392(4) . ?
N8 C37 1.399(4) . ?
N8 C38 1.437(4) . ?
C26 C27 1.375(5) . ?
C26 C31 1.400(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.397(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.377(6) . ?
C29 H29 0.9500 . ?
C29 C30 1.390(6) . ?
C30 H30 0.9500 . ?
C30 C31 1.400(5) . ?
C31 C34 1.457(5) . ?
C34 C33 1.328(5) . ?
C34 C35 1.517(5) . ?
C33 H33 0.9500 . ?
C33 C32 1.492(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 N7 1.467(4) . ?
N7 N6 1.425(4) . ?
N7 C36 1.364(4) . ?
N6 C35 1.471(4) . ?
N6 C37 1.399(4) . ?
C35 H35 1.0000 . ?
C38 C39 1.383(5) . ?
C38 C43 1.380(5) . ?
C39 H39 0.9500 . ?
C39 C40 1.389(5) . ?
C40 H40 0.9500 . ?
C40 C41 1.389(6) . ?
C41 H41 0.9500 . ?
C41 C42 1.375(6) . ?
C42 H42 0.9500 . ?
C42 C43 1.389(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.397(5) . ?
C44 C49 1.382(5) . ?
C45 H45 0.9500 . ?
C45 C46 1.374(5) . ?
C46 H46 0.9500 . ?
C46 C47 1.392(6) . ?
C47 C48 1.390(6) . ?
C47 C50 1.497(6) . ?
C48 H48 0.9500 . ?
C48 C49 1.385(6) . ?
C49 H49 0.9500 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
Cl2 C51 1.773(4) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S1 N1 105.31(14) . . ?
O3 S1 C19 107.89(16) . . ?
O4 S1 O3 121.26(16) . . ?
O4 S1 N1 106.40(15) . . ?
O4 S1 C19 108.60(16) . . ?
N1 S1 C19 106.47(15) . . ?
C1 N1 S1 118.5(2) . . ?
C1 N1 C8 108.8(3) . . ?
C8 N1 S1 116.7(2) . . ?
C11 N4 C12 110.9(3) . . ?
C11 N4 C13 121.7(3) . . ?
C12 N4 C13 126.3(3) . . ?
C2 C1 N1 128.2(3) . . ?
C2 C1 C6 122.1(3) . . ?
C6 C1 N1 109.7(3) . . ?
C1 C2 H2 121.4 . . ?
C1 C2 C3 117.1(4) . . ?
C3 C2 H2 121.4 . . ?
C2 C3 H3 119.1 . . ?
C4 C3 C2 121.8(4) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.0(3) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 121.0 . . ?
C4 C5 C6 118.0(4) . . ?
C6 C5 H5 121.0 . . ?
C1 C6 C7 109.0(3) . . ?
C5 C6 C1 120.0(3) . . ?
C5 C6 C7 130.7(3) . . ?
C6 C7 C8 107.1(3) . . ?
C9 C7 C6 130.8(3) . . ?
C9 C7 C8 120.9(3) . . ?
C7 C9 H9 118.9 . . ?
C7 C9 C10 122.2(3) . . ?
C10 C9 H9 118.9 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.0 . . ?
N3 C10 C9 110.9(3) . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
N2 N3 C10 119.2(3) . . ?
C11 N3 C10 119.4(3) . . ?
C11 N3 N2 107.7(3) . . ?
N3 N2 C8 108.6(3) . . ?
C12 N2 N3 108.0(3) . . ?
C12 N2 C8 129.5(3) . . ?
N1 C8 C7 104.5(3) . . ?
N1 C8 H8 110.8 . . ?
C7 C8 H8 110.8 . . ?
N2 C8 N1 114.6(3) . . ?
N2 C8 C7 104.9(3) . . ?
N2 C8 H8 110.8 . . ?
O1 C11 N4 126.7(3) . . ?
O1 C11 N3 127.3(3) . . ?
N3 C11 N4 106.0(3) . . ?
O2 C12 N4 127.9(3) . . ?
O2 C12 N2 127.8(3) . . ?
N2 C12 N4 104.3(3) . . ?
C14 C13 N4 118.8(3) . . ?
C14 C13 C18 121.3(3) . . ?
C18 C13 N4 119.7(3) . . ?
C13 C14 H14 120.6 . . ?
C13 C14 C15 118.7(4) . . ?
C15 C14 H14 120.6 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(4) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.1(4) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.5(4) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C17 119.2(4) . . ?
C13 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C20 C19 S1 120.2(3) . . ?
C24 C19 S1 119.3(3) . . ?
C24 C19 C20 120.5(3) . . ?
C19 C20 H20 120.5 . . ?
C21 C20 C19 119.1(3) . . ?
C21 C20 H20 120.5 . . ?
C20 C21 H21 119.3 . . ?
C20 C21 C22 121.4(4) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 C23 117.9(4) . . ?
C21 C22 C25 120.7(4) . . ?
C23 C22 C25 121.3(4) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 C22 121.7(4) . . ?
C24 C23 H23 119.2 . . ?
C19 C24 C23 119.3(4) . . ?
C19 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O7 S2 O8 121.10(16) . . ?
O7 S2 N5 106.34(15) . . ?
O7 S2 C44 108.49(16) . . ?
O8 S2 N5 105.47(14) . . ?
O8 S2 C44 108.05(17) . . ?
N5 S2 C44 106.52(15) . . ?
C26 N5 S2 117.4(2) . . ?
C26 N5 C35 108.4(3) . . ?
C35 N5 S2 116.8(2) . . ?
C36 N8 C37 111.0(3) . . ?
C36 N8 C38 122.2(3) . . ?
C37 N8 C38 126.0(3) . . ?
C27 C26 N5 128.0(3) . . ?
C27 C26 C31 122.0(3) . . ?
C31 C26 N5 109.9(3) . . ?
C26 C27 H27 121.3 . . ?
C26 C27 C28 117.4(4) . . ?
C28 C27 H27 121.3 . . ?
C27 C28 H28 119.3 . . ?
C29 C28 C27 121.4(4) . . ?
C29 C28 H28 119.3 . . ?
C28 C29 H29 119.3 . . ?
C28 C29 C30 121.4(3) . . ?
C30 C29 H29 119.3 . . ?
C29 C30 H30 121.1 . . ?
C29 C30 C31 117.9(4) . . ?
C31 C30 H30 121.1 . . ?
C26 C31 C34 108.8(3) . . ?
C30 C31 C26 119.9(3) . . ?
C30 C31 C34 131.0(3) . . ?
C31 C34 C35 107.0(3) . . ?
C33 C34 C31 130.1(3) . . ?
C33 C34 C35 121.6(3) . . ?
C34 C33 H33 118.9 . . ?
C34 C33 C32 122.2(3) . . ?
C32 C33 H33 118.9 . . ?
C33 C32 H32A 109.6 . . ?
C33 C32 H32B 109.6 . . ?
H32A C32 H32B 108.1 . . ?
N7 C32 C33 110.5(3) . . ?
N7 C32 H32A 109.6 . . ?
N7 C32 H32B 109.6 . . ?
N6 N7 C32 119.1(3) . . ?
C36 N7 C32 120.3(3) . . ?
C36 N7 N6 108.3(3) . . ?
N7 N6 C35 107.7(3) . . ?
C37 N6 N7 107.3(3) . . ?
C37 N6 C35 127.6(3) . . ?
N5 C35 C34 104.7(3) . . ?
N5 C35 H35 110.7 . . ?
C34 C35 H35 110.7 . . ?
N6 C35 N5 114.3(3) . . ?
N6 C35 C34 105.5(3) . . ?
N6 C35 H35 110.7 . . ?
O5 C36 N8 127.7(3) . . ?
O5 C36 N7 126.6(3) . . ?
N7 C36 N8 105.8(3) . . ?
O6 C37 N8 127.9(3) . . ?
O6 C37 N6 127.1(3) . . ?
N8 C37 N6 104.9(3) . . ?
C39 C38 N8 118.6(3) . . ?
C43 C38 N8 120.2(3) . . ?
C43 C38 C39 121.1(3) . . ?
C38 C39 H39 120.4 . . ?
C38 C39 C40 119.1(4) . . ?
C40 C39 H39 120.4 . . ?
C39 C40 H40 119.8 . . ?
C39 C40 C41 120.3(4) . . ?
C41 C40 H40 119.8 . . ?
C40 C41 H41 120.2 . . ?
C42 C41 C40 119.6(4) . . ?
C42 C41 H41 120.2 . . ?
C41 C42 H42 119.6 . . ?
C41 C42 C43 120.8(4) . . ?
C43 C42 H42 119.6 . . ?
C38 C43 C42 119.1(4) . . ?
C38 C43 H43 120.5 . . ?
C42 C43 H43 120.5 . . ?
C45 C44 S2 120.8(3) . . ?
C49 C44 S2 118.8(3) . . ?
C49 C44 C45 120.4(3) . . ?
C44 C45 H45 120.4 . . ?
C46 C45 C44 119.3(4) . . ?
C46 C45 H45 120.4 . . ?
C45 C46 H46 119.1 . . ?
C45 C46 C47 121.7(4) . . ?
C47 C46 H46 119.1 . . ?
C46 C47 C50 121.4(4) . . ?
C48 C47 C46 117.7(4) . . ?
C48 C47 C50 120.9(4) . . ?
C47 C48 H48 119.1 . . ?
C49 C48 C47 121.8(4) . . ?
C49 C48 H48 119.1 . . ?
C44 C49 C48 119.1(4) . . ?
C44 C49 H49 120.5 . . ?
C48 C49 H49 120.5 . . ?
C47 C50 H50A 109.5 . . ?
C47 C50 H50B 109.5 . . ?
C47 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
Cl1 C51 Cl2 111.7(2) . . ?
Cl1 C51 H51A 109.3 . . ?
Cl1 C51 H51B 109.3 . . ?
Cl2 C51 H51A 109.3 . . ?
Cl2 C51 H51B 109.3 . . ?
H51A C51 H51B 107.9 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 C2 44.3(4) . . . . ?
S1 N1 C1 C6 -138.2(2) . . . . ?
S1 N1 C8 C7 144.4(2) . . . . ?
S1 N1 C8 N2 -101.4(3) . . . . ?
S1 C19 C20 C21 179.7(3) . . . . ?
S1 C19 C24 C23 -178.9(3) . . . . ?
O3 S1 N1 C1 163.6(3) . . . . ?
O3 S1 N1 C8 30.5(3) . . . . ?
O3 S1 C19 C20 150.9(3) . . . . ?
O3 S1 C19 C24 -29.2(3) . . . . ?
O4 S1 N1 C1 -66.5(3) . . . . ?
O4 S1 N1 C8 160.4(2) . . . . ?
O4 S1 C19 C20 17.8(3) . . . . ?
O4 S1 C19 C24 -162.3(3) . . . . ?
N1 S1 C19 C20 -96.4(3) . . . . ?
N1 S1 C19 C24 83.4(3) . . . . ?
N1 C1 C2 C3 178.7(3) . . . . ?
N1 C1 C6 C5 -178.8(3) . . . . ?
N1 C1 C6 C7 -4.7(4) . . . . ?
N4 C13 C14 C15 174.8(3) . . . . ?
N4 C13 C18 C17 -175.2(3) . . . . ?
C1 N1 C8 C7 7.1(3) . . . . ?
C1 N1 C8 N2 121.3(3) . . . . ?
C1 C2 C3 C4 -0.7(5) . . . . ?
C1 C6 C7 C9 -158.8(4) . . . . ?
C1 C6 C7 C8 9.1(4) . . . . ?
C2 C1 C6 C5 -1.1(5) . . . . ?
C2 C1 C6 C7 173.0(3) . . . . ?
C2 C3 C4 C5 -0.4(6) . . . . ?
C3 C4 C5 C6 0.7(5) . . . . ?
C4 C5 C6 C1 0.0(5) . . . . ?
C4 C5 C6 C7 -172.6(3) . . . . ?
C5 C6 C7 C9 14.4(6) . . . . ?
C5 C6 C7 C8 -177.7(4) . . . . ?
C6 C1 C2 C3 1.4(5) . . . . ?
C6 C7 C9 C10 164.8(4) . . . . ?
C6 C7 C8 N1 -9.8(3) . . . . ?
C6 C7 C8 N2 -130.6(3) . . . . ?
C7 C9 C10 N3 -10.6(5) . . . . ?
C9 C7 C8 N1 159.6(3) . . . . ?
C9 C7 C8 N2 38.7(4) . . . . ?
C9 C10 N3 N2 -17.9(4) . . . . ?
C9 C10 N3 C11 -153.5(3) . . . . ?
C10 N3 N2 C8 57.1(4) . . . . ?
C10 N3 N2 C12 -158.2(3) . . . . ?
C10 N3 C11 O1 -22.6(5) . . . . ?
C10 N3 C11 N4 155.9(3) . . . . ?
N3 N2 C8 N1 -177.0(3) . . . . ?
N3 N2 C8 C7 -63.0(3) . . . . ?
N3 N2 C12 O2 -170.1(3) . . . . ?
N3 N2 C12 N4 12.1(3) . . . . ?
N2 N3 C11 O1 -162.7(3) . . . . ?
N2 N3 C11 N4 15.8(4) . . . . ?
C8 N1 C1 C2 -179.3(3) . . . . ?
C8 N1 C1 C6 -1.7(4) . . . . ?
C8 C7 C9 C10 -1.7(5) . . . . ?
C8 N2 C12 O2 -35.4(6) . . . . ?
C8 N2 C12 N4 146.8(3) . . . . ?
C11 N4 C12 O2 179.8(3) . . . . ?
C11 N4 C12 N2 -2.4(4) . . . . ?
C11 N4 C13 C14 -52.3(5) . . . . ?
C11 N4 C13 C18 124.5(4) . . . . ?
C11 N3 N2 C8 -162.6(3) . . . . ?
C11 N3 N2 C12 -17.9(4) . . . . ?
C12 N4 C11 O1 170.0(3) . . . . ?
C12 N4 C11 N3 -8.5(4) . . . . ?
C12 N4 C13 C14 140.6(4) . . . . ?
C12 N4 C13 C18 -42.7(5) . . . . ?
C12 N2 C8 N1 48.5(5) . . . . ?
C12 N2 C8 C7 162.4(3) . . . . ?
C13 N4 C11 O1 1.1(5) . . . . ?
C13 N4 C11 N3 -177.4(3) . . . . ?
C13 N4 C12 O2 -11.9(6) . . . . ?
C13 N4 C12 N2 165.9(3) . . . . ?
C13 C14 C15 C16 1.2(6) . . . . ?
C14 C13 C18 C17 1.4(6) . . . . ?
C14 C15 C16 C17 -0.3(6) . . . . ?
C15 C16 C17 C18 -0.2(6) . . . . ?
C16 C17 C18 C13 -0.4(6) . . . . ?
C18 C13 C14 C15 -1.9(6) . . . . ?
C19 S1 N1 C1 49.2(3) . . . . ?
C19 S1 N1 C8 -83.9(3) . . . . ?
C19 C20 C21 C22 -1.5(5) . . . . ?
C20 C19 C24 C23 1.0(5) . . . . ?
C20 C21 C22 C23 2.3(5) . . . . ?
C20 C21 C22 C25 -178.3(3) . . . . ?
C21 C22 C23 C24 -1.4(6) . . . . ?
C22 C23 C24 C19 -0.2(6) . . . . ?
C24 C19 C20 C21 -0.2(5) . . . . ?
C25 C22 C23 C24 179.2(4) . . . . ?
S2 N5 C26 C27 46.7(5) . . . . ?
S2 N5 C26 C31 -135.7(3) . . . . ?
S2 N5 C35 C34 142.5(2) . . . . ?
S2 N5 C35 N6 -102.6(3) . . . . ?
S2 C44 C45 C46 179.4(3) . . . . ?
S2 C44 C49 C48 -178.9(3) . . . . ?
O7 S2 N5 C26 -68.2(3) . . . . ?
O7 S2 N5 C35 160.5(2) . . . . ?
O7 S2 C44 C45 18.7(3) . . . . ?
O7 S2 C44 C49 -161.6(3) . . . . ?
O8 S2 N5 C26 162.1(3) . . . . ?
O8 S2 N5 C35 30.8(3) . . . . ?
O8 S2 C44 C45 151.7(3) . . . . ?
O8 S2 C44 C49 -28.6(3) . . . . ?
N5 S2 C44 C45 -95.4(3) . . . . ?
N5 S2 C44 C49 84.3(3) . . . . ?
N5 C26 C27 C28 179.8(3) . . . . ?
N5 C26 C31 C30 -180.0(3) . . . . ?
N5 C26 C31 C34 -6.6(4) . . . . ?
N8 C38 C39 C40 174.0(3) . . . . ?
N8 C38 C43 C42 -174.6(3) . . . . ?
C26 N5 C35 C34 7.2(3) . . . . ?
C26 N5 C35 N6 122.0(3) . . . . ?
C26 C27 C28 C29 -0.8(5) . . . . ?
C26 C31 C34 C33 -155.9(4) . . . . ?
C26 C31 C34 C35 11.0(4) . . . . ?
C27 C26 C31 C30 -2.1(5) . . . . ?
C27 C26 C31 C34 171.2(3) . . . . ?
C27 C28 C29 C30 -1.0(6) . . . . ?
C28 C29 C30 C31 1.2(5) . . . . ?
C29 C30 C31 C26 0.3(5) . . . . ?
C29 C30 C31 C34 -171.4(3) . . . . ?
C30 C31 C34 C33 16.5(6) . . . . ?
C30 C31 C34 C35 -176.6(4) . . . . ?
C31 C26 C27 C28 2.4(5) . . . . ?
C31 C34 C33 C32 164.0(4) . . . . ?
C31 C34 C35 N5 -11.0(3) . . . . ?
C31 C34 C35 N6 -131.9(3) . . . . ?
C34 C33 C32 N7 -7.2(6) . . . . ?
C33 C34 C35 N5 157.3(3) . . . . ?
C33 C34 C35 N6 36.4(4) . . . . ?
C33 C32 N7 N6 -23.3(5) . . . . ?
C33 C32 N7 C36 -161.1(3) . . . . ?
C32 N7 N6 C35 60.4(4) . . . . ?
C32 N7 N6 C37 -159.3(3) . . . . ?
C32 N7 C36 O5 -20.9(6) . . . . ?
C32 N7 C36 N8 157.2(3) . . . . ?
N7 N6 C35 N5 -176.3(3) . . . . ?
N7 N6 C35 C34 -61.9(3) . . . . ?
N7 N6 C37 O6 -171.4(3) . . . . ?
N7 N6 C37 N8 11.0(3) . . . . ?
N6 N7 C36 O5 -162.7(3) . . . . ?
N6 N7 C36 N8 15.4(4) . . . . ?
C35 N5 C26 C27 -178.3(3) . . . . ?
C35 N5 C26 C31 -0.6(4) . . . . ?
C35 C34 C33 C32 -1.3(6) . . . . ?
C35 N6 C37 O6 -41.6(6) . . . . ?
C35 N6 C37 N8 140.9(3) . . . . ?
C36 N8 C37 O6 -179.2(3) . . . . ?
C36 N8 C37 N6 -1.7(4) . . . . ?
C36 N8 C38 C39 -45.6(5) . . . . ?
C36 N8 C38 C43 130.8(4) . . . . ?
C36 N7 N6 C35 -157.3(3) . . . . ?
C36 N7 N6 C37 -17.0(4) . . . . ?
C37 N8 C36 O5 169.5(3) . . . . ?
C37 N8 C36 N7 -8.7(4) . . . . ?
C37 N8 C38 C39 144.8(3) . . . . ?
C37 N8 C38 C43 -38.8(5) . . . . ?
C37 N6 C35 N5 54.0(4) . . . . ?
C37 N6 C35 C34 168.4(3) . . . . ?
C38 N8 C36 O5 -1.5(6) . . . . ?
C38 N8 C36 N7 -179.6(3) . . . . ?
C38 N8 C37 O6 -8.7(6) . . . . ?
C38 N8 C37 N6 168.8(3) . . . . ?
C38 C39 C40 C41 0.8(6) . . . . ?
C39 C38 C43 C42 1.7(5) . . . . ?
C39 C40 C41 C42 1.4(6) . . . . ?
C40 C41 C42 C43 -2.0(6) . . . . ?
C41 C42 C43 C38 0.5(6) . . . . ?
C43 C38 C39 C40 -2.3(5) . . . . ?
C44 S2 N5 C26 47.4(3) . . . . ?
C44 S2 N5 C35 -83.9(3) . . . . ?
C44 C45 C46 C47 -1.5(6) . . . . ?
C45 C44 C49 C48 0.8(5) . . . . ?
C45 C46 C47 C48 2.6(6) . . . . ?
C45 C46 C47 C50 -178.3(4) . . . . ?
C46 C47 C48 C49 -2.0(6) . . . . ?
C47 C48 C49 C44 0.4(6) . . . . ?
C49 C44 C45 C46 -0.3(5) . . . . ?
C50 C47 C48 C49 178.9(4) . . . . ?
_shelx_res_file
;
TITL mjh105 in P2(1)/c
REM colourless block
CELL 1.54178 6.2586 43.8481 17.0987 90 93.143 90
ZERR 8 0.0002 0.0009 0.0003 0 0.002 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H O S N Cl
UNIT 204 168 32 8 32 8
L.S. 8
PLAN 5
SIZE 0.3 0.3 0.1
TEMP -123.15
BOND $H
CONF
MORE -1
fmap 2
acta
OMIT 1 2 1
OMIT 0 4 4
OMIT -1 11 9
OMIT 0 1 2
OMIT 3 1 5
REM
REM
REM
WGHT 0.055600 8.888301
FVAR 0.18094
S1 4 0.634887 0.570167 0.720871 11.00000 0.02974 0.02827 =
0.01806 -0.00116 0.00322 -0.00576
O1 3 1.293103 0.688068 0.830453 11.00000 0.02717 0.03144 =
0.04622 -0.00533 0.00000 -0.00472
O2 3 0.650544 0.637293 0.823971 11.00000 0.02959 0.03360 =
0.02377 -0.00508 0.00665 -0.00581
O3 3 0.741207 0.573271 0.796243 11.00000 0.04760 0.03660 =
0.01832 0.00171 -0.00060 -0.01349
O4 3 0.407638 0.569019 0.711571 11.00000 0.02713 0.03964 =
0.03309 -0.00543 0.00828 -0.00423
N1 5 0.711479 0.600484 0.669676 11.00000 0.02704 0.02748 =
0.01647 -0.00200 0.00003 -0.00316
N4 5 0.965107 0.665015 0.851394 11.00000 0.02577 0.02699 =
0.02217 -0.00341 0.00052 -0.00167
C1 1 0.677858 0.599908 0.585226 11.00000 0.03651 0.02198 =
0.01675 -0.00055 0.00289 0.00887
C2 1 0.499281 0.590536 0.541487 11.00000 0.03357 0.03121 =
0.02372 -0.00538 -0.00383 0.00460
AFIX 43
H2 2 0.377103 0.582817 0.565515 11.00000 -1.20000
AFIX 0
C3 1 0.504987 0.592838 0.460139 11.00000 0.04870 0.03693 =
0.02327 -0.00421 -0.01206 0.01335
AFIX 43
H3 2 0.384442 0.586319 0.428285 11.00000 -1.20000
AFIX 0
C4 1 0.680215 0.604277 0.424919 11.00000 0.05946 0.03587 =
0.01704 0.00035 0.00171 0.01537
AFIX 43
H4 2 0.678824 0.605395 0.369408 11.00000 -1.20000
AFIX 0
C5 1 0.859964 0.614264 0.469479 11.00000 0.04868 0.02963 =
0.02089 0.00222 0.00890 0.00931
AFIX 43
H5 2 0.980479 0.622393 0.445208 11.00000 -1.20000
AFIX 0
C6 1 0.857441 0.611955 0.550820 11.00000 0.03584 0.02278 =
0.02049 0.00282 0.00619 0.00742
C7 1 1.007327 0.623174 0.612227 11.00000 0.02968 0.02365 =
0.02307 0.00306 0.00755 0.00506
C9 1 1.165214 0.643368 0.609814 11.00000 0.03551 0.03148 =
0.02772 0.00282 0.01353 0.00140
AFIX 43
H9 2 1.215046 0.649047 0.560385 11.00000 -1.20000
AFIX 0
C10 1 1.266461 0.657367 0.681860 11.00000 0.03124 0.03661 =
0.03388 0.00003 0.01344 -0.00616
AFIX 23
H10A 2 1.414246 0.649543 0.690516 11.00000 -1.20000
H10B 2 1.274221 0.679753 0.675030 11.00000 -1.20000
AFIX 0
N3 5 1.143655 0.650342 0.750487 11.00000 0.02140 0.03287 =
0.02790 -0.00284 0.00367 -0.00606
N2 5 0.928736 0.640157 0.738934 11.00000 0.02577 0.02839 =
0.02215 -0.00310 0.00499 -0.00469
C8 1 0.925977 0.612689 0.689903 11.00000 0.02665 0.02481 =
0.02257 0.00174 0.00216 0.00054
AFIX 13
H8 2 1.021154 0.596556 0.714144 11.00000 -1.20000
AFIX 0
C11 1 1.152744 0.669772 0.812788 11.00000 0.02529 0.02443 =
0.02945 0.00009 -0.00346 0.00019
C12 1 0.824273 0.645907 0.807532 11.00000 0.02979 0.02283 =
0.02004 -0.00005 0.00152 -0.00008
C13 1 0.915153 0.682615 0.918788 11.00000 0.03622 0.02463 =
0.02246 -0.00308 0.00168 -0.00765
C14 1 1.065094 0.684687 0.980633 11.00000 0.04148 0.03128 =
0.02757 -0.00195 -0.00424 -0.00527
AFIX 43
H14 2 1.194328 0.673322 0.980643 11.00000 -1.20000
AFIX 0
C15 1 1.023475 0.703801 1.043261 11.00000 0.06041 0.03913 =
0.02901 -0.00253 0.00015 -0.01890
AFIX 43
H15 2 1.126205 0.705837 1.085943 11.00000 -1.20000
AFIX 0
C16 1 0.832425 0.719833 1.043320 11.00000 0.06556 0.03000 =
0.03588 -0.01123 0.01640 -0.01570
AFIX 43
H16 2 0.804238 0.732767 1.086122 11.00000 -1.20000
AFIX 0
C17 1 0.684488 0.717035 0.981765 11.00000 0.04654 0.04000 =
0.04972 -0.01646 0.01066 -0.00334
AFIX 43
H17 2 0.553695 0.728015 0.982139 11.00000 -1.20000
AFIX 0
C18 1 0.724051 0.698301 0.918878 11.00000 0.03220 0.03684 =
0.03795 -0.00771 0.00262 -0.00074
AFIX 43
H18 2 0.620820 0.696286 0.876350 11.00000 -1.20000
AFIX 0
C19 1 0.740593 0.537795 0.675480 11.00000 0.02856 0.02610 =
0.02121 0.00419 0.00105 -0.00346
C20 1 0.614148 0.521088 0.621015 11.00000 0.02723 0.03225 =
0.02572 -0.00047 -0.00089 -0.00255
AFIX 43
H20 2 0.470358 0.526957 0.608197 11.00000 -1.20000
AFIX 0
C21 1 0.701262 0.495833 0.585920 11.00000 0.04721 0.02956 =
0.02465 -0.00229 0.00169 -0.00664
AFIX 43
H21 2 0.614606 0.484128 0.549788 11.00000 -1.20000
AFIX 0
C22 1 0.912863 0.487250 0.602456 11.00000 0.04179 0.03159 =
0.03629 0.01055 0.01618 0.00297
C23 1 1.033556 0.504199 0.657775 11.00000 0.02760 0.03330 =
0.05591 0.01150 0.00311 0.00248
AFIX 43
H23 2 1.177413 0.498399 0.670727 11.00000 -1.20000
AFIX 0
C24 1 0.949391 0.529240 0.694306 11.00000 0.02983 0.03156 =
0.03894 0.00610 -0.00307 -0.00732
AFIX 43
H24 2 1.034358 0.540457 0.731999 11.00000 -1.20000
AFIX 0
C25 1 1.006363 0.460349 0.562281 11.00000 0.06569 0.03299 =
0.05973 0.00725 0.03181 0.00916
AFIX 33
H25A 2 1.156017 0.457703 0.581011 11.00000 -1.50000
H25B 2 0.925067 0.441961 0.574009 11.00000 -1.50000
H25C 2 0.999097 0.463808 0.505574 11.00000 -1.50000
AFIX 0
CL1 6 1.263568 0.767792 0.743179 11.00000 0.11442 0.08404 =
0.05170 -0.02345 0.01834 -0.03741
S2 4 1.118790 0.573409 0.222633 11.00000 0.02963 0.02992 =
0.01836 -0.00066 0.00315 -0.00761
O5 3 1.772183 0.692197 0.327455 11.00000 0.03138 0.03274 =
0.03944 -0.00410 0.00061 -0.00812
O6 3 1.132475 0.640656 0.324034 11.00000 0.02893 0.03514 =
0.02504 -0.00672 0.00640 -0.00733
O7 3 0.891831 0.571563 0.212828 11.00000 0.03048 0.03995 =
0.03158 -0.00431 0.00759 -0.00769
O8 3 1.222578 0.577372 0.298121 11.00000 0.04661 0.03866 =
0.01812 0.00134 -0.00135 -0.01231
N5 5 1.191924 0.603577 0.169890 11.00000 0.02706 0.02942 =
0.01593 -0.00105 -0.00008 -0.00419
N8 5 1.448187 0.668105 0.350936 11.00000 0.02492 0.02773 =
0.01726 -0.00094 0.00149 -0.00235
C26 1 1.163840 0.601331 0.085505 11.00000 0.03517 0.02259 =
0.01719 0.00095 0.00120 0.00530
C27 1 0.987188 0.591179 0.041680 11.00000 0.03372 0.03248 =
0.02570 -0.00375 -0.00222 0.00344
AFIX 43
H27 2 0.862547 0.584395 0.065808 11.00000 -1.20000
AFIX 0
C28 1 0.998158 0.591231 -0.039683 11.00000 0.05047 0.03581 =
0.02325 -0.00404 -0.01040 0.00946
AFIX 43
H28 2 0.879265 0.584098 -0.071465 11.00000 -1.20000
AFIX 0
C29 1 1.177686 0.601405 -0.074797 11.00000 0.05789 0.03296 =
0.01636 -0.00102 0.00053 0.01249
AFIX 43
H29 2 1.180939 0.600837 -0.130259 11.00000 -1.20000
AFIX 0
C30 1 1.354215 0.612487 -0.030818 11.00000 0.05064 0.02806 =
0.02155 0.00265 0.00781 0.00724
AFIX 43
H30 2 1.476598 0.619852 -0.055371 11.00000 -1.20000
AFIX 0
C31 1 1.345905 0.612447 0.050845 11.00000 0.03678 0.02267 =
0.01984 0.00140 0.00385 0.00817
C34 1 1.489529 0.625694 0.111607 11.00000 0.02992 0.02563 =
0.02055 0.00066 0.00530 0.00429
C33 1 1.640504 0.646785 0.106526 11.00000 0.04083 0.03764 =
0.02610 0.00026 0.01540 -0.00306
AFIX 43
H33 2 1.690854 0.651530 0.056545 11.00000 -1.20000
AFIX 0
C32 1 1.733625 0.663269 0.176750 11.00000 0.03786 0.04837 =
0.03031 -0.00400 0.01244 -0.01378
AFIX 23
H32A 2 1.886059 0.657587 0.185829 11.00000 -1.20000
H32B 2 1.726041 0.685535 0.167413 11.00000 -1.20000
AFIX 0
N7 5 1.616696 0.655606 0.246141 11.00000 0.02174 0.03651 =
0.02583 -0.00166 0.00593 -0.00910
N6 5 1.402099 0.644862 0.236007 11.00000 0.02531 0.03236 =
0.02128 -0.00283 0.00492 -0.00672
C35 1 1.405255 0.616577 0.189773 11.00000 0.02931 0.02620 =
0.01801 0.00069 0.00269 -0.00117
AFIX 13
H35 2 1.500839 0.601052 0.216490 11.00000 -1.20000
AFIX 0
C36 1 1.631065 0.673974 0.310580 11.00000 0.02912 0.02461 =
0.02452 -0.00026 -0.00006 -0.00321
C37 1 1.304963 0.649638 0.306739 11.00000 0.02552 0.02502 =
0.01918 -0.00238 0.00030 -0.00336
C38 1 1.405346 0.683464 0.422651 11.00000 0.03690 0.02303 =
0.01797 -0.00058 0.00175 -0.00562
C39 1 1.569160 0.686263 0.479834 11.00000 0.03487 0.03375 =
0.02578 -0.00098 -0.00162 -0.00718
AFIX 43
H39 2 1.702876 0.676532 0.473803 11.00000 -1.20000
AFIX 0
C40 1 1.535554 0.703493 0.546207 11.00000 0.05189 0.04287 =
0.02274 -0.00282 -0.00063 -0.01765
AFIX 43
H40 2 1.647510 0.705778 0.585579 11.00000 -1.20000
AFIX 0
C41 1 1.339025 0.717402 0.555300 11.00000 0.06756 0.03150 =
0.02801 -0.01077 0.01802 -0.01598
AFIX 43
H41 2 1.317310 0.729547 0.600185 11.00000 -1.20000
AFIX 0
C42 1 1.176189 0.713477 0.498927 11.00000 0.04712 0.03053 =
0.04064 -0.00848 0.01296 -0.00184
AFIX 43
H42 2 1.040382 0.722444 0.505925 11.00000 -1.20000
AFIX 0
C43 1 1.207783 0.696565 0.431874 11.00000 0.03245 0.02748 =
0.02524 0.00069 0.00464 -0.00063
AFIX 43
H43 2 1.095031 0.694048 0.392908 11.00000 -1.20000
AFIX 0
C44 1 1.229503 0.540983 0.179227 11.00000 0.02966 0.02721 =
0.02326 0.00437 0.00131 -0.00508
C45 1 1.108923 0.523587 0.124448 11.00000 0.03139 0.03187 =
0.02671 0.00017 -0.00092 -0.00259
AFIX 43
H45 2 0.964914 0.528960 0.110292 11.00000 -1.20000
AFIX 0
C46 1 1.200931 0.498614 0.091261 11.00000 0.04657 0.03141 =
0.02721 -0.00117 0.00231 -0.00372
AFIX 43
H46 2 1.117664 0.486533 0.054935 11.00000 -1.20000
AFIX 0
C47 1 1.412926 0.490563 0.109488 11.00000 0.04558 0.02901 =
0.03912 0.01114 0.01770 0.00104
C48 1 1.527732 0.507964 0.165224 11.00000 0.03247 0.03741 =
0.05760 0.01649 0.00733 0.00114
AFIX 43
H48 2 1.671244 0.502463 0.179801 11.00000 -1.20000
AFIX 0
C49 1 1.438659 0.533098 0.200085 11.00000 0.03175 0.03426 =
0.04011 0.00592 -0.00146 -0.00768
AFIX 43
H49 2 1.520231 0.544760 0.237827 11.00000 -1.20000
AFIX 0
C50 1 1.513699 0.463806 0.071452 11.00000 0.07378 0.03670 =
0.06227 0.00977 0.03165 0.01165
AFIX 33
H50A 2 1.409491 0.454372 0.034019 11.00000 -1.50000
H50B 2 1.638172 0.470671 0.043858 11.00000 -1.50000
H50C 2 1.559388 0.448865 0.111586 11.00000 -1.50000
AFIX 0
CL2 6 0.903506 0.726062 0.721090 11.00000 0.07662 0.05197 =
0.04369 0.00041 -0.02038 0.00119
C51 1 1.055348 0.749385 0.788086 11.00000 0.06426 0.03702 =
0.03662 -0.00679 -0.00287 0.01262
AFIX 23
H51A 2 0.960401 0.764829 0.810257 11.00000 -1.20000
H51B 2 1.115481 0.736654 0.831760 11.00000 -1.20000
AFIX 0
HKLF 4
REM mjh105 in P2(1)/c
REM R1 = 0.0560 for 5694 Fo > 4sig(Fo) and 0.0702 for all 7203 data
REM 640 parameters refined using 0 restraints
END
WGHT 0.0556 8.8899
REM Highest difference peak 0.385, deepest hole -0.420, 1-sigma level 0.062
Q1 1 0.6225 0.5934 0.7053 11.00000 0.05 0.38
Q2 1 0.6806 0.5505 0.6980 11.00000 0.05 0.34
Q3 1 1.4127 0.7740 0.7183 11.00000 0.05 0.34
Q4 1 0.7496 0.7316 0.7453 11.00000 0.05 0.34
Q5 1 1.1370 0.5944 0.2063 11.00000 0.05 0.34
;
_shelx_res_checksum 18217
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# 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_mjh140029_fa
_database_code_depnum_ccdc_archive 'CCDC 1040306'
_audit_update_record
;
2014-12-18 deposited with the CCDC.
2015-01-16 downloaded from the CCDC.
;
_audit_creation_date 2014-12-18
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2014.12.09 svn.r3114 for OlexSys, GUI svn.r4963)
;
_shelxl_version_number 2014/6
_chemical_name_common ?
_chemical_name_systematic
'ethyl 3-((3aS*,4R*,10aS*,10bS*)-1,3-dioxo-10-tosyl-1,2,3,3a,4,10,10a,10b-octahydropyrrolo[3,4-a]carbazol-4-yl)propanoate'
_chemical_formula_moiety 'C26 H26 N2 O6 S'
_chemical_formula_sum 'C26 H26 N2 O6 S'
_chemical_formula_weight 494.55
_chemical_melting_point ?
_chemical_oxdiff_formula 'C26 H26 N2 O6 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/n 1'
_space_group_name_Hall '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 16.0840(2)
_cell_length_b 8.84163(10)
_cell_length_c 18.0999(2)
_cell_angle_alpha 90
_cell_angle_beta 106.2054(14)
_cell_angle_gamma 90
_cell_volume 2471.70(6)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 27003
_cell_measurement_temperature 150.0
_cell_measurement_theta_max 66.6150
_cell_measurement_theta_min 2.4920
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 1.537
_exptl_absorpt_correction_T_max 0.827
_exptl_absorpt_correction_T_min 0.691
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug 2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear light colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier light
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.329
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_F_000 1040
_exptl_crystal_size_max 0.2871
_exptl_crystal_size_mid 0.2849
_exptl_crystal_size_min 0.1359
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0518
_diffrn_reflns_av_unetI/netI 0.0153
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max 19
_diffrn_reflns_limit_h_min -19
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_number 65129
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full 67.500
_diffrn_reflns_theta_max 66.780
_diffrn_reflns_theta_min 3.255
_diffrn_ambient_temperature 150.00(10)
_diffrn_detector_area_resol_mean 10.3968
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega -1.00 25.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 34.0000 81.0000 -95.5864 26
#__ type_ start__ end____ width___ exp.time_
2 omega -97.00 -18.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- -41.9655 125.0000 -120.0000 79
#__ type_ start__ end____ width___ exp.time_
3 omega 24.00 115.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 41.9655 38.0000 0.0000 91
#__ type_ start__ end____ width___ exp.time_
4 omega 17.00 62.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 41.9655 38.0000 -120.0000 45
#__ type_ start__ end____ width___ exp.time_
5 omega 69.00 95.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 41.9655 38.0000 -120.0000 26
#__ type_ start__ end____ width___ exp.time_
6 omega -3.00 95.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 41.9655 -125.0000 120.0000 98
#__ type_ start__ end____ width___ exp.time_
7 omega 16.00 118.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 41.9655 38.0000 90.0000 102
#__ type_ start__ end____ width___ exp.time_
8 omega 8.00 48.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 41.9655 77.0000 120.0000 40
#__ type_ start__ end____ width___ exp.time_
9 omega 13.00 55.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 46.0000 78.0000 -163.1291 42
#__ type_ start__ end____ width___ exp.time_
10 omega 18.00 47.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 50.0000 77.0000 58.0560 29
#__ type_ start__ end____ width___ exp.time_
11 omega 21.00 48.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 54.0000 77.0000 -2.2956 27
#__ type_ start__ end____ width___ exp.time_
12 omega 69.00 96.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 54.0000 79.0000 -113.7120 27
#__ type_ start__ end____ width___ exp.time_
13 omega 20.00 66.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 54.0000 79.0000 -113.7120 46
#__ type_ start__ end____ width___ exp.time_
14 omega 28.00 116.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 62.0000 77.0000 107.6284 88
#__ type_ start__ end____ width___ exp.time_
15 omega 28.00 56.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 62.0000 78.0000 -55.8555 28
#__ type_ start__ end____ width___ exp.time_
16 omega 33.00 58.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 79.0000 -145.9565 25
#__ type_ start__ end____ width___ exp.time_
17 omega 35.00 68.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 77.0000 -113.6783 33
#__ type_ start__ end____ width___ exp.time_
18 omega 33.00 58.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 78.0000 24.9463 25
#__ type_ start__ end____ width___ exp.time_
19 omega 32.00 59.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 77.0000 68.9710 27
#__ type_ start__ end____ width___ exp.time_
20 omega 32.00 58.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 79.0000 163.3776 26
#__ type_ start__ end____ width___ exp.time_
21 omega 105.00 131.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 79.0000 -0.4747 26
#__ type_ start__ end____ width___ exp.time_
22 omega 33.00 59.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 79.0000 -0.4747 26
#__ type_ start__ end____ width___ exp.time_
23 omega 36.00 86.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 70.0000 79.0000 -99.6759 50
#__ type_ start__ end____ width___ exp.time_
24 omega 36.00 62.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 70.0000 79.0000 -41.7725 26
#__ type_ start__ end____ width___ exp.time_
25 omega 36.00 69.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 70.0000 79.0000 133.7798 33
#__ type_ start__ end____ width___ exp.time_
26 omega 61.00 109.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 72.0000 22.6431 48
#__ type_ start__ end____ width___ exp.time_
27 omega 60.00 145.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 120.0000 85
#__ type_ start__ end____ width___ exp.time_
28 omega 118.00 154.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -15.0000 0.0000 36
#__ type_ start__ end____ width___ exp.time_
29 omega 60.00 120.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 -60.0000 60
#__ type_ start__ end____ width___ exp.time_
30 omega 140.00 165.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 -60.0000 25
#__ type_ start__ end____ width___ exp.time_
31 omega 117.00 170.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 150.0000 53
#__ type_ start__ end____ width___ exp.time_
32 omega 60.00 98.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 150.0000 38
#__ type_ start__ end____ width___ exp.time_
33 omega 74.00 146.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 61.0000 0.0000 72
#__ type_ start__ end____ width___ exp.time_
34 omega 89.00 126.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 61.0000 -30.0000 37
#__ type_ start__ end____ width___ exp.time_
35 omega 45.00 74.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -94.0000 -30.0000 29
#__ type_ start__ end____ width___ exp.time_
36 omega 60.00 130.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 30.0000 70
#__ type_ start__ end____ width___ exp.time_
37 omega 118.00 171.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 -30.0000 53
#__ type_ start__ end____ width___ exp.time_
38 omega 60.00 88.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 -30.0000 28
#__ type_ start__ end____ width___ exp.time_
39 omega 17.00 61.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -30.0000 -60.0000 44
#__ type_ start__ end____ width___ exp.time_
40 omega 77.00 131.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -90.0000 -82.8062 54
#__ type_ start__ end____ width___ exp.time_
41 omega 21.00 124.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -61.0000 150.0000 103
#__ type_ start__ end____ width___ exp.time_
42 omega 60.00 159.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 60.0000 99
#__ type_ start__ end____ width___ exp.time_
43 omega 9.00 58.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -90.0000 -82.8062 49
#__ type_ start__ end____ width___ exp.time_
44 omega 54.00 80.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -55.0000 -36.0000 26
#__ type_ start__ end____ width___ exp.time_
45 omega 60.00 171.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 -120.0000 111
#__ type_ start__ end____ width___ exp.time_
46 omega 60.00 99.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 -150.0000 39
#__ type_ start__ end____ width___ exp.time_
47 omega 13.00 127.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -93.0000 76.0221 114
#__ type_ start__ end____ width___ exp.time_
48 omega 22.00 48.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -55.0000 -36.0000 26
#__ type_ start__ end____ width___ exp.time_
49 omega 133.00 164.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 -180.0000 31
#__ type_ start__ end____ width___ exp.time_
50 omega 131.00 161.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 61.0000 -30.0000 30
#__ type_ start__ end____ width___ exp.time_
51 omega 100.00 126.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -92.0000 -48.8347 26
#__ type_ start__ end____ width___ exp.time_
52 omega 61.00 104.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 -180.0000 43
#__ type_ start__ end____ width___ exp.time_
53 omega 43.00 69.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -15.0000 0.0000 26
#__ type_ start__ end____ width___ exp.time_
54 omega 74.00 100.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -15.0000 0.0000 26
#__ type_ start__ end____ width___ exp.time_
55 omega 126.00 168.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 0.0000 42
#__ type_ start__ end____ width___ exp.time_
56 omega 13.00 59.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -92.0000 -48.8347 46
#__ type_ start__ end____ width___ exp.time_
57 omega 106.00 132.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 125.0000 120.0000 26
#__ type_ start__ end____ width___ exp.time_
58 omega 139.00 164.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 125.0000 120.0000 25
#__ type_ start__ end____ width___ exp.time_
59 omega 60.00 105.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 0.0000 45
#__ type_ start__ end____ width___ exp.time_
60 omega 92.00 161.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 90.0000 69
#__ type_ start__ end____ width___ exp.time_
61 omega 28.00 113.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -61.0000 60.0000 85
#__ type_ start__ end____ width___ exp.time_
62 omega 72.00 152.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 30.0000 -150.0000 80
#__ type_ start__ end____ width___ exp.time_
63 omega 68.00 131.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 -92.0000 179.2320 63
#__ type_ start__ end____ width___ exp.time_
64 omega 73.00 148.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 45.0000 -120.0000 75
#__ type_ start__ end____ width___ exp.time_
65 omega 60.00 87.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 90.0000 27
#__ type_ start__ end____ width___ exp.time_
66 omega 60.00 171.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 77.0000 -90.0000 111
#__ type_ start__ end____ width___ exp.time_
67 omega 116.00 170.00 1.0000 4.0000
omega____ theta____ kappa____ phi______ frames
- 93.5000 72.0000 22.6431 54
#__ type_ start__ end____ width___ exp.time_
68 omega -99.00 -18.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- -41.9655 125.0000 90.0000 81
#__ type_ start__ end____ width___ exp.time_
69 omega 8.00 110.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 41.9655 77.0000 -60.0000 102
#__ type_ start__ end____ width___ exp.time_
70 omega 24.00 137.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 58.0000 77.0000 129.1963 113
#__ type_ start__ end____ width___ exp.time_
71 omega 28.00 142.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 62.0000 79.0000 -158.2146 114
#__ type_ start__ end____ width___ exp.time_
72 omega 32.00 146.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 79.0000 -0.4747 114
#__ type_ start__ end____ width___ exp.time_
73 omega 32.00 146.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 79.0000 -99.9803 114
#__ type_ start__ end____ width___ exp.time_
74 omega 32.00 146.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 79.0000 -59.7422 114
#__ type_ start__ end____ width___ exp.time_
75 omega 32.00 145.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 77.0000 140.6230 113
#__ type_ start__ end____ width___ exp.time_
76 omega 32.00 145.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 66.0000 77.0000 68.9710 113
;
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 -0.0453515000
_diffrn_orient_matrix_UB_12 -0.1356481000
_diffrn_orient_matrix_UB_13 -0.0480744000
_diffrn_orient_matrix_UB_21 0.0770528000
_diffrn_orient_matrix_UB_22 -0.0177926000
_diffrn_orient_matrix_UB_23 -0.0342331000
_diffrn_orient_matrix_UB_31 0.0442803000
_diffrn_orient_matrix_UB_32 -0.1078758000
_diffrn_orient_matrix_UB_33 0.0661186000
_diffrn_radiation_monochromator mirror
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_source 'Enhance Ultra (Cu) X-ray Source'
_diffrn_special_details ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3952
_reflns_number_total 4373
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 66.49
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug 2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug 2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug 2 2013,16:46:58)
;
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2008)'
_computing_structure_solution 'XT (Sheldrick, 2008)'
_refine_diff_density_max 0.317
_refine_diff_density_min -0.480
_refine_diff_density_rms 0.059
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.031
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 341
_refine_ls_number_reflns 4373
_refine_ls_number_restraints 345
_refine_ls_R_factor_all 0.0392
_refine_ls_R_factor_gt 0.0351
_refine_ls_restrained_S_all 0.995
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0479P)^2^+1.5257P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0896
_refine_ls_wR_factor_ref 0.0929
_refine_special_details
;
The terminal ethoxy group is positionally
disordered over 3 positions. The site occupancy
factors have been fixed at values determined
from an isotropic refinement of these groups, to
give a summed value of unity.
;
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All N(H) groups
At 1.5 times of:
All C(H,H,H) groups
2. Restrained distances
O4B-C17 \\sim O4C-C17 \\sim O4A-C17
with sigma of 0.01
O4B-C18B \\sim O4C-C18C \\sim O4A-C18A
with sigma of 0.01
C19B-C18B \\sim C19C-C18C \\sim C19A-C18A
with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C18A) = Uanis(C18C) = Uanis(C18B)
Uanis(C19A) = Uanis(C19C) = Uanis(C19B)
Uanis(O4A) = Uanis(O4C) = Uanis(O4B)
4. Rigid body (RIGU) restrains
All non-hydrogen atoms
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
Fixed Sof: O4B(0.18) C18B(0.18) H18A(0.18) H18B(0.18) C19B(0.18) H19A(0.18)
H19B(0.18) H19C(0.18) O4A(0.4) C18A(0.4) H18C(0.4) H18D(0.4) C19A(0.4)
H19D(0.4) H19E(0.4) H19F(0.4) O4C(0.42) C18C(0.42) H18E(0.42) H18F(0.42)
C19C(0.42) H19G(0.42) H19H(0.42) H19I(0.42)
6.a Ternary CH refined with riding coordinates:
C8(H8), C9(H9), C10(H10), C11(H11)
6.b Secondary CH2 refined with riding coordinates:
C15(H15A,H15B), C16(H16A,H16B), C18B(H18A,H18B), C18A(H18C,H18D), C18C(H18E,
H18F)
6.c Aromatic/amide H refined with riding coordinates:
C3(H3), C4(H4), C5(H5), C6(H6), C12(H12), C21(H21), C22(H22), C24(H24),
C25(H25)
6.d Idealised Me refined as rotating group:
C26(H26A,H26B,H26C), C19B(H19A,H19B,H19C), C19A(H19D,H19E,H19F), C19C(H19G,
H19H,H19I)
;
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary direct
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.39651(2) 0.08889(4) 0.61943(2) 0.01796(11) Uani 1 1 d . U . . .
O1 O 0.48495(8) 0.28866(14) 0.82183(7) 0.0321(3) Uani 1 1 d . U . . .
O2 O 0.34213(7) 0.72363(13) 0.84233(6) 0.0279(3) Uani 1 1 d . U . . .
O3 O 0.06187(9) 0.84636(16) 0.46848(8) 0.0435(3) Uani 1 1 d . U . . .
O5 O 0.46883(7) -0.00572(12) 0.61980(6) 0.0237(2) Uani 1 1 d . U . . .
O6 O 0.34038(7) 0.04995(12) 0.66542(6) 0.0232(2) Uani 1 1 d . U . . .
N1 N 0.43571(8) 0.25737(14) 0.64937(7) 0.0179(3) Uani 1 1 d . U . . .
N2 N 0.42681(9) 0.51408(16) 0.84553(8) 0.0237(3) Uani 1 1 d . U . . .
H2 H 0.4640(13) 0.535(2) 0.8846(12) 0.028 Uiso 1 1 d R . . . .
C1 C 0.50160(9) 0.32770(17) 0.62169(8) 0.0182(3) Uani 1 1 d . U . . .
C2 C 0.48863(10) 0.48350(17) 0.61618(8) 0.0186(3) Uani 1 1 d . U . . .
C3 C 0.54730(10) 0.57617(19) 0.59435(9) 0.0239(3) Uani 1 1 d . U . . .
H3 H 0.5391 0.6826 0.5913 0.029 Uiso 1 1 calc R . . . .
C4 C 0.61796(11) 0.5110(2) 0.57710(10) 0.0274(4) Uani 1 1 d . U . . .
H4 H 0.6584 0.5728 0.5615 0.033 Uiso 1 1 calc R . . . .
C5 C 0.62983(10) 0.3555(2) 0.58253(9) 0.0271(4) Uani 1 1 d . U . . .
H5 H 0.6784 0.3123 0.5702 0.032 Uiso 1 1 calc R . . . .
C6 C 0.57258(10) 0.26142(19) 0.60544(9) 0.0228(3) Uani 1 1 d . U . . .
H6 H 0.5817 0.1553 0.6098 0.027 Uiso 1 1 calc R . . . .
C7 C 0.41053(9) 0.52102(17) 0.63814(8) 0.0176(3) Uani 1 1 d . U . . .
C8 C 0.37157(9) 0.37478(16) 0.65563(8) 0.0169(3) Uani 1 1 d . U . . .
H8 H 0.3164 0.3562 0.6144 0.020 Uiso 1 1 calc R . . . .
C9 C 0.35069(9) 0.38523(16) 0.73360(8) 0.0176(3) Uani 1 1 d . U . . .
H9 H 0.3125 0.2984 0.7381 0.021 Uiso 1 1 calc R . . . .
C10 C 0.30329(9) 0.53492(17) 0.74001(8) 0.0179(3) Uani 1 1 d . U . . .
H10 H 0.2444 0.5109 0.7451 0.022 Uiso 1 1 calc R . . . .
C11 C 0.29436(9) 0.65308(17) 0.67469(9) 0.0191(3) Uani 1 1 d . U . . .
H11 H 0.2902 0.7550 0.6974 0.023 Uiso 1 1 calc R . . . .
C12 C 0.37496(9) 0.65277(17) 0.64775(8) 0.0184(3) Uani 1 1 d . U . . .
H12 H 0.4000 0.7452 0.6378 0.022 Uiso 1 1 calc R . . . .
C13 C 0.43001(10) 0.38523(18) 0.80340(9) 0.0208(3) Uani 1 1 d . U . . .
C14 C 0.35711(10) 0.60561(18) 0.81455(9) 0.0206(3) Uani 1 1 d . U . . .
C15 C 0.21124(10) 0.62971(18) 0.60881(9) 0.0231(3) Uani 1 1 d . U . . .
H15A H 0.2158 0.5346 0.5813 0.028 Uiso 1 1 calc R . . . .
H15B H 0.1611 0.6207 0.6302 0.028 Uiso 1 1 calc R . . . .
C16 C 0.19674(11) 0.7619(2) 0.55242(9) 0.0282(4) Uani 1 1 d . U . . .
H16A H 0.1940 0.8566 0.5808 0.034 Uiso 1 1 calc R . . . .
H16B H 0.2471 0.7695 0.5313 0.034 Uiso 1 1 calc R . . . .
C17 C 0.11583(13) 0.7488(2) 0.48683(10) 0.0363(4) Uani 1 1 d D U . . .
C20 C 0.33259(10) 0.10906(16) 0.52371(9) 0.0196(3) Uani 1 1 d . U . . .
C21 C 0.37090(10) 0.09008(17) 0.46440(9) 0.0224(3) Uani 1 1 d . U . . .
H21 H 0.4306 0.0654 0.4754 0.027 Uiso 1 1 calc R . . . .
C22 C 0.32120(11) 0.10750(19) 0.38929(9) 0.0276(4) Uani 1 1 d . U . . .
H22 H 0.3472 0.0936 0.3486 0.033 Uiso 1 1 calc R . . . .
C23 C 0.23389(12) 0.1450(2) 0.37181(10) 0.0333(4) Uani 1 1 d . U . . .
C24 C 0.19677(11) 0.1634(2) 0.43249(10) 0.0325(4) Uani 1 1 d . U . . .
H24 H 0.1372 0.1888 0.4215 0.039 Uiso 1 1 calc R . . . .
C25 C 0.24508(10) 0.14545(19) 0.50799(9) 0.0247(3) Uani 1 1 d . U . . .
H25 H 0.2190 0.1577 0.5487 0.030 Uiso 1 1 calc R . . . .
C26 C 0.18162(14) 0.1674(3) 0.28957(12) 0.0558(6) Uani 1 1 d . U . . .
H26A H 0.2168 0.2205 0.2614 0.084 Uiso 1 1 calc GR . . . .
H26B H 0.1300 0.2277 0.2881 0.084 Uiso 1 1 calc GR . . . .
H26C H 0.1640 0.0688 0.2656 0.084 Uiso 1 1 calc GR . . . .
O4B O 0.1328(7) 0.6468(11) 0.4379(6) 0.0386(14) Uani 0.18 1 d D U P A 1
C18B C 0.0615(10) 0.6278(19) 0.3675(7) 0.0483(17) Uani 0.18 1 d D U P A 1
H18A H 0.0072 0.6692 0.3749 0.058 Uiso 0.18 1 calc R . P A 1
H18B H 0.0526 0.5192 0.3543 0.058 Uiso 0.18 1 calc R . P A 1
C19B C 0.0856(15) 0.711(2) 0.3049(9) 0.0710(19) Uani 0.18 1 d D U P A 1
H19A H 0.0384 0.7032 0.2572 0.107 Uiso 0.18 1 calc GR . P A 1
H19B H 0.1384 0.6669 0.2971 0.107 Uiso 0.18 1 calc GR . P A 1
H19C H 0.0958 0.8177 0.3193 0.107 Uiso 0.18 1 calc GR . P A 1
O4A O 0.0995(5) 0.6038(7) 0.4622(4) 0.0386(14) Uani 0.4 1 d D U P A 2
C18A C 0.0203(5) 0.5705(10) 0.4012(4) 0.0483(17) Uani 0.4 1 d D U P A 2
H18C H -0.0279 0.6327 0.4086 0.058 Uiso 0.4 1 calc R . P A 2
H18D H 0.0048 0.4627 0.4038 0.058 Uiso 0.4 1 calc R . P A 2
C19A C 0.0330(6) 0.6037(10) 0.3237(4) 0.0710(19) Uani 0.4 1 d D U P A 2
H19D H -0.0189 0.5738 0.2834 0.107 Uiso 0.4 1 calc GR . P A 2
H19E H 0.0830 0.5468 0.3177 0.107 Uiso 0.4 1 calc GR . P A 2
H19F H 0.0433 0.7122 0.3196 0.107 Uiso 0.4 1 calc GR . P A 2
O4C O 0.1162(4) 0.6164(6) 0.4480(3) 0.0386(14) Uani 0.42 1 d D U P A 3
C18C C 0.0439(4) 0.5890(9) 0.3794(3) 0.0483(17) Uani 0.42 1 d D U P A 3
H18E H -0.0089 0.6398 0.3847 0.058 Uiso 0.42 1 calc R . P A 3
H18F H 0.0322 0.4791 0.3730 0.058 Uiso 0.42 1 calc R . P A 3
C19C C 0.0677(6) 0.6499(10) 0.3109(3) 0.0710(19) Uani 0.42 1 d D U P A 3
H19G H 0.0192 0.6352 0.2647 0.107 Uiso 0.42 1 calc GR . P A 3
H19H H 0.1187 0.5963 0.3049 0.107 Uiso 0.42 1 calc GR . P A 3
H19I H 0.0806 0.7581 0.3182 0.107 Uiso 0.42 1 calc GR . P A 3
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0211(2) 0.01512(19) 0.01830(19) 0.00008(13) 0.00654(14) 0.00031(14)
O1 0.0315(6) 0.0349(7) 0.0260(6) 0.0010(5) 0.0015(5) 0.0126(5)
O2 0.0314(6) 0.0272(6) 0.0246(6) -0.0082(5) 0.0070(5) 0.0016(5)
O3 0.0404(7) 0.0397(8) 0.0386(7) 0.0011(6) -0.0083(6) 0.0151(6)
O5 0.0256(6) 0.0193(5) 0.0267(6) 0.0003(5) 0.0080(5) 0.0042(4)
O6 0.0279(6) 0.0205(5) 0.0238(6) 0.0017(4) 0.0114(5) -0.0018(4)
N1 0.0179(6) 0.0185(6) 0.0182(6) -0.0016(5) 0.0065(5) 0.0002(5)
N2 0.0224(7) 0.0285(7) 0.0169(6) -0.0035(6) -0.0002(5) 0.0001(6)
C1 0.0186(7) 0.0222(7) 0.0137(7) -0.0020(6) 0.0043(6) -0.0020(6)
C2 0.0188(7) 0.0220(7) 0.0147(7) -0.0011(6) 0.0041(6) 0.0004(6)
C3 0.0257(8) 0.0238(8) 0.0236(8) 0.0014(6) 0.0094(7) -0.0023(7)
C4 0.0246(8) 0.0343(9) 0.0268(8) -0.0008(7) 0.0130(7) -0.0055(7)
C5 0.0212(8) 0.0373(9) 0.0256(8) -0.0052(7) 0.0113(7) 0.0007(7)
C6 0.0221(8) 0.0240(8) 0.0224(8) -0.0042(6) 0.0065(6) 0.0021(6)
C7 0.0178(7) 0.0208(7) 0.0137(7) 0.0009(6) 0.0035(6) -0.0010(6)
C8 0.0167(7) 0.0173(7) 0.0167(7) -0.0015(6) 0.0047(6) 0.0014(6)
C9 0.0176(7) 0.0181(7) 0.0181(7) -0.0001(6) 0.0066(6) -0.0010(6)
C10 0.0158(7) 0.0205(7) 0.0182(7) -0.0022(6) 0.0058(6) -0.0007(6)
C11 0.0192(7) 0.0182(7) 0.0197(7) -0.0015(6) 0.0051(6) 0.0018(6)
C12 0.0193(7) 0.0186(7) 0.0166(7) 0.0016(6) 0.0039(6) -0.0013(6)
C13 0.0213(7) 0.0239(8) 0.0182(7) 0.0022(6) 0.0072(6) 0.0007(6)
C14 0.0210(7) 0.0235(8) 0.0186(7) -0.0008(6) 0.0079(6) -0.0018(6)
C15 0.0198(7) 0.0246(8) 0.0229(8) -0.0022(6) 0.0024(6) 0.0031(6)
C16 0.0290(9) 0.0292(9) 0.0229(8) -0.0001(7) 0.0015(7) 0.0064(7)
C17 0.0391(10) 0.0368(10) 0.0259(9) -0.0012(8) -0.0028(8) 0.0108(8)
C20 0.0224(7) 0.0160(7) 0.0200(7) -0.0024(6) 0.0051(6) -0.0029(6)
C21 0.0243(8) 0.0207(8) 0.0233(8) -0.0025(6) 0.0082(6) 0.0003(6)
C22 0.0325(9) 0.0308(9) 0.0212(8) -0.0035(7) 0.0103(7) 0.0004(7)
C23 0.0312(9) 0.0427(11) 0.0233(9) -0.0036(8) 0.0032(7) -0.0005(8)
C24 0.0215(8) 0.0442(11) 0.0298(9) -0.0031(8) 0.0040(7) -0.0001(7)
C25 0.0225(8) 0.0280(8) 0.0246(8) -0.0033(7) 0.0082(6) -0.0029(7)
C26 0.0417(12) 0.0953(19) 0.0247(10) -0.0022(11) -0.0003(9) 0.0083(12)
O4B 0.039(3) 0.0383(15) 0.029(2) -0.0087(16) -0.0065(16) 0.0094(14)
C18B 0.052(4) 0.045(3) 0.032(3) -0.008(2) -0.015(2) 0.002(2)
C19B 0.095(5) 0.071(5) 0.033(2) -0.007(3) -0.005(3) -0.015(4)
O4A 0.039(3) 0.0383(15) 0.029(2) -0.0087(16) -0.0065(16) 0.0094(14)
C18A 0.052(4) 0.045(3) 0.032(3) -0.008(2) -0.015(2) 0.002(2)
C19A 0.095(5) 0.071(5) 0.033(2) -0.007(3) -0.005(3) -0.015(4)
O4C 0.039(3) 0.0383(15) 0.029(2) -0.0087(16) -0.0065(16) 0.0094(14)
C18C 0.052(4) 0.045(3) 0.032(3) -0.008(2) -0.015(2) 0.002(2)
C19C 0.095(5) 0.071(5) 0.033(2) -0.007(3) -0.005(3) -0.015(4)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O5 1.4312(11) . ?
S1 O6 1.4304(11) . ?
S1 N1 1.6491(13) . ?
S1 C20 1.7596(16) . ?
O1 C13 1.2069(19) . ?
O2 C14 1.2113(19) . ?
O3 C17 1.203(2) . ?
N1 C1 1.4342(19) . ?
N1 C8 1.4900(18) . ?
N2 H2 0.81(2) . ?
N2 C13 1.380(2) . ?
N2 C14 1.369(2) . ?
C1 C2 1.393(2) . ?
C1 C6 1.386(2) . ?
C2 C3 1.388(2) . ?
C2 C7 1.458(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.508(2) . ?
C7 C12 1.330(2) . ?
C8 H8 1.0000 . ?
C8 C9 1.5419(19) . ?
C9 H9 1.0000 . ?
C9 C10 1.548(2) . ?
C9 C13 1.524(2) . ?
C10 H10 1.0000 . ?
C10 C11 1.554(2) . ?
C10 C14 1.519(2) . ?
C11 H11 1.0000 . ?
C11 C12 1.507(2) . ?
C11 C15 1.537(2) . ?
C12 H12 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.526(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.501(2) . ?
C17 O4B 1.344(7) . ?
C17 O4A 1.359(6) . ?
C17 O4C 1.366(5) . ?
C20 C21 1.389(2) . ?
C20 C25 1.394(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.380(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.391(2) . ?
C23 C24 1.398(3) . ?
C23 C26 1.504(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.380(2) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
O4B C18B 1.466(8) . ?
C18B H18A 0.9900 . ?
C18B H18B 0.9900 . ?
C18B C19B 1.490(11) . ?
C19B H19A 0.9800 . ?
C19B H19B 0.9800 . ?
C19B H19C 0.9800 . ?
O4A C18A 1.465(6) . ?
C18A H18C 0.9900 . ?
C18A H18D 0.9900 . ?
C18A C19A 1.501(8) . ?
C19A H19D 0.9800 . ?
C19A H19E 0.9800 . ?
C19A H19F 0.9800 . ?
O4C C18C 1.466(5) . ?
C18C H18E 0.9900 . ?
C18C H18F 0.9900 . ?
C18C C19C 1.495(8) . ?
C19C H19G 0.9800 . ?
C19C H19H 0.9800 . ?
C19C H19I 0.9800 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 S1 N1 106.90(6) . . ?
O5 S1 C20 108.33(7) . . ?
O6 S1 O5 120.05(7) . . ?
O6 S1 N1 105.77(6) . . ?
O6 S1 C20 107.88(7) . . ?
N1 S1 C20 107.26(7) . . ?
C1 N1 S1 121.93(10) . . ?
C1 N1 C8 108.62(11) . . ?
C8 N1 S1 116.42(10) . . ?
C13 N2 H2 122.8(14) . . ?
C14 N2 H2 122.7(14) . . ?
C14 N2 C13 114.47(13) . . ?
C2 C1 N1 110.09(13) . . ?
C6 C1 N1 128.58(14) . . ?
C6 C1 C2 121.24(14) . . ?
C1 C2 C7 109.19(13) . . ?
C3 C2 C1 120.29(14) . . ?
C3 C2 C7 130.50(14) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 118.96(15) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.09(15) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.1 . . ?
C6 C5 C4 121.70(15) . . ?
C6 C5 H5 119.1 . . ?
C1 C6 C5 117.70(15) . . ?
C1 C6 H6 121.2 . . ?
C5 C6 H6 121.2 . . ?
C2 C7 C8 107.59(12) . . ?
C12 C7 C2 132.04(14) . . ?
C12 C7 C8 120.27(13) . . ?
N1 C8 C7 104.14(11) . . ?
N1 C8 H8 108.5 . . ?
N1 C8 C9 116.33(12) . . ?
C7 C8 H8 108.5 . . ?
C7 C8 C9 110.49(12) . . ?
C9 C8 H8 108.5 . . ?
C8 C9 H9 108.9 . . ?
C8 C9 C10 110.95(12) . . ?
C10 C9 H9 108.9 . . ?
C13 C9 C8 114.39(12) . . ?
C13 C9 H9 108.9 . . ?
C13 C9 C10 104.69(12) . . ?
C9 C10 H10 108.9 . . ?
C9 C10 C11 117.43(12) . . ?
C11 C10 H10 108.9 . . ?
C14 C10 C9 104.35(12) . . ?
C14 C10 H10 108.9 . . ?
C14 C10 C11 107.92(12) . . ?
C10 C11 H11 107.2 . . ?
C12 C11 C10 109.86(12) . . ?
C12 C11 H11 107.2 . . ?
C12 C11 C15 112.90(12) . . ?
C15 C11 C10 112.06(12) . . ?
C15 C11 H11 107.2 . . ?
C7 C12 C11 118.95(13) . . ?
C7 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
O1 C13 N2 124.66(15) . . ?
O1 C13 C9 127.44(14) . . ?
N2 C13 C9 107.84(13) . . ?
O2 C14 N2 125.03(15) . . ?
O2 C14 C10 126.37(14) . . ?
N2 C14 C10 108.60(13) . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 C11 110.70(13) . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
C15 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 C15 113.99(15) . . ?
C17 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
O3 C17 C16 124.21(17) . . ?
O3 C17 O4B 124.2(5) . . ?
O3 C17 O4A 121.9(4) . . ?
O3 C17 O4C 125.4(3) . . ?
O4B C17 C16 106.4(5) . . ?
O4A C17 C16 112.2(4) . . ?
O4C C17 C16 110.2(3) . . ?
C21 C20 S1 119.04(12) . . ?
C21 C20 C25 120.70(15) . . ?
C25 C20 S1 120.25(12) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.22(15) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.3 . . ?
C21 C22 C23 121.40(15) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 C24 118.33(16) . . ?
C22 C23 C26 120.42(17) . . ?
C24 C23 C26 121.24(17) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 C23 121.24(16) . . ?
C25 C24 H24 119.4 . . ?
C20 C25 H25 120.4 . . ?
C24 C25 C20 119.10(15) . . ?
C24 C25 H25 120.4 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C17 O4B C18B 113.3(10) . . ?
O4B C18B H18A 110.3 . . ?
O4B C18B H18B 110.3 . . ?
O4B C18B C19B 107.3(12) . . ?
H18A C18B H18B 108.5 . . ?
C19B C18B H18A 110.3 . . ?
C19B C18B H18B 110.3 . . ?
C18B C19B H19A 109.5 . . ?
C18B C19B H19B 109.5 . . ?
C18B C19B H19C 109.5 . . ?
H19A C19B H19B 109.5 . . ?
H19A C19B H19C 109.5 . . ?
H19B C19B H19C 109.5 . . ?
C17 O4A C18A 119.0(6) . . ?
O4A C18A H18C 109.6 . . ?
O4A C18A H18D 109.6 . . ?
O4A C18A C19A 110.4(6) . . ?
H18C C18A H18D 108.1 . . ?
C19A C18A H18C 109.6 . . ?
C19A C18A H18D 109.6 . . ?
C18A C19A H19D 109.5 . . ?
C18A C19A H19E 109.5 . . ?
C18A C19A H19F 109.5 . . ?
H19D C19A H19E 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C17 O4C C18C 117.5(5) . . ?
O4C C18C H18E 110.0 . . ?
O4C C18C H18F 110.0 . . ?
O4C C18C C19C 108.5(6) . . ?
H18E C18C H18F 108.4 . . ?
C19C C18C H18E 110.0 . . ?
C19C C18C H18F 110.0 . . ?
C18C C19C H19G 109.5 . . ?
C18C C19C H19H 109.5 . . ?
C18C C19C H19I 109.5 . . ?
H19G C19C H19H 109.5 . . ?
H19G C19C H19I 109.5 . . ?
H19H C19C H19I 109.5 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 C2 144.94(11) . . . . ?
S1 N1 C1 C6 -38.5(2) . . . . ?
S1 N1 C8 C7 -148.41(10) . . . . ?
S1 N1 C8 C9 89.76(13) . . . . ?
S1 C20 C21 C22 -179.27(12) . . . . ?
S1 C20 C25 C24 178.78(13) . . . . ?
O3 C17 O4B C18B -20.9(12) . . . . ?
O3 C17 O4A C18A 11.1(7) . . . . ?
O3 C17 O4C C18C -1.6(6) . . . . ?
O5 S1 N1 C1 44.67(13) . . . . ?
O5 S1 N1 C8 -178.47(10) . . . . ?
O5 S1 C20 C21 -24.54(14) . . . . ?
O5 S1 C20 C25 156.27(12) . . . . ?
O6 S1 N1 C1 173.69(11) . . . . ?
O6 S1 N1 C8 -49.44(12) . . . . ?
O6 S1 C20 C21 -155.94(12) . . . . ?
O6 S1 C20 C25 24.87(15) . . . . ?
N1 S1 C20 C21 90.53(13) . . . . ?
N1 S1 C20 C25 -88.66(14) . . . . ?
N1 C1 C2 C3 176.64(13) . . . . ?
N1 C1 C2 C7 -1.86(17) . . . . ?
N1 C1 C6 C5 -177.02(14) . . . . ?
N1 C8 C9 C10 165.10(12) . . . . ?
N1 C8 C9 C13 46.95(17) . . . . ?
C1 N1 C8 C7 -6.17(14) . . . . ?
C1 N1 C8 C9 -128.01(13) . . . . ?
C1 C2 C3 C4 1.0(2) . . . . ?
C1 C2 C7 C8 -2.14(16) . . . . ?
C1 C2 C7 C12 174.20(16) . . . . ?
C2 C1 C6 C5 -0.8(2) . . . . ?
C2 C3 C4 C5 -0.7(2) . . . . ?
C2 C7 C8 N1 5.03(15) . . . . ?
C2 C7 C8 C9 130.66(12) . . . . ?
C2 C7 C12 C11 -177.23(14) . . . . ?
C3 C2 C7 C8 179.55(15) . . . . ?
C3 C2 C7 C12 -4.1(3) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C1 1.1(2) . . . . ?
C6 C1 C2 C3 -0.2(2) . . . . ?
C6 C1 C2 C7 -178.74(13) . . . . ?
C7 C2 C3 C4 179.11(15) . . . . ?
C7 C8 C9 C10 46.69(16) . . . . ?
C7 C8 C9 C13 -71.46(16) . . . . ?
C8 N1 C1 C2 5.19(16) . . . . ?
C8 N1 C1 C6 -178.22(14) . . . . ?
C8 C7 C12 C11 -1.3(2) . . . . ?
C8 C9 C10 C11 -6.72(17) . . . . ?
C8 C9 C10 C14 -126.11(13) . . . . ?
C8 C9 C13 O1 -59.2(2) . . . . ?
C8 C9 C13 N2 123.63(13) . . . . ?
C9 C10 C11 C12 -36.79(17) . . . . ?
C9 C10 C11 C15 89.57(15) . . . . ?
C9 C10 C14 O2 -178.76(15) . . . . ?
C9 C10 C14 N2 1.80(16) . . . . ?
C10 C9 C13 O1 179.12(15) . . . . ?
C10 C9 C13 N2 1.98(15) . . . . ?
C10 C11 C12 C7 42.64(18) . . . . ?
C10 C11 C15 C16 170.57(12) . . . . ?
C11 C10 C14 O2 55.62(19) . . . . ?
C11 C10 C14 N2 -123.82(13) . . . . ?
C11 C15 C16 C17 -179.09(14) . . . . ?
C12 C7 C8 N1 -171.82(13) . . . . ?
C12 C7 C8 C9 -46.20(18) . . . . ?
C12 C11 C15 C16 -64.74(17) . . . . ?
C13 N2 C14 O2 179.95(15) . . . . ?
C13 N2 C14 C10 -0.60(18) . . . . ?
C13 C9 C10 C11 117.16(13) . . . . ?
C13 C9 C10 C14 -2.23(14) . . . . ?
C14 N2 C13 O1 -178.16(15) . . . . ?
C14 N2 C13 C9 -0.92(18) . . . . ?
C14 C10 C11 C12 80.69(14) . . . . ?
C14 C10 C11 C15 -152.96(12) . . . . ?
C15 C11 C12 C7 -83.24(17) . . . . ?
C15 C16 C17 O3 128.4(2) . . . . ?
C15 C16 C17 O4B -76.2(5) . . . . ?
C15 C16 C17 O4A -36.8(4) . . . . ?
C15 C16 C17 O4C -56.4(3) . . . . ?
C16 C17 O4B C18B -176.3(8) . . . . ?
C16 C17 O4A C18A 176.7(5) . . . . ?
C16 C17 O4C C18C -176.7(4) . . . . ?
C17 O4B C18B C19B 102.9(14) . . . . ?
C17 O4A C18A C19A 82.2(8) . . . . ?
C17 O4C C18C C19C 90.7(7) . . . . ?
C20 S1 N1 C1 -71.35(13) . . . . ?
C20 S1 N1 C8 65.51(11) . . . . ?
C20 C21 C22 C23 0.6(3) . . . . ?
C21 C20 C25 C24 -0.4(2) . . . . ?
C21 C22 C23 C24 -0.7(3) . . . . ?
C21 C22 C23 C26 178.37(19) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C23 C24 C25 C20 0.4(3) . . . . ?
C25 C20 C21 C22 -0.1(2) . . . . ?
C26 C23 C24 C25 -178.9(2) . . . . ?
_shelx_res_file
;
TITL ljh140029_fa in P21/n #14
REM Solution 1 R1 0.135 Rweak 0.010, Alpha = 0.0307 in P2(1)/n
CELL 1.54184 16.083999 8.841629 18.099922 90 106.2054 90
ZERR 4 0.00022 0.000097 0.000247 0 0.0014 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H N O S
UNIT 104 104 8 24 4
SADI 0.01 O4B C17 O4C C17 O4A C17
SADI 0.01 O4B C18B O4C C18C O4A C18A
SADI 0.01 C19B C18B C19C C18C C19A C18A
RIGU
EADP C18A C18C C18B
EADP C19A C19C C19B
EADP O4A O4C O4B
L.S. 4 0 0
PLAN 20
TEMP -123.15(10)
BOND $H
LIST 4
MORE -1
CONF
fmap 2 53
acta 135
REM
REM
REM
WGHT 0.047900 1.525700
FVAR 3.56496
S1 5 0.396511 0.088888 0.619433 11.00000 0.02109 0.01512 =
0.01830 0.00008 0.00654 0.00031
O1 4 0.484948 0.288662 0.821834 11.00000 0.03151 0.03494 =
0.02596 0.00103 0.00145 0.01258
O2 4 0.342132 0.723626 0.842334 11.00000 0.03140 0.02720 =
0.02460 -0.00821 0.00703 0.00156
O3 4 0.061870 0.846355 0.468481 11.00000 0.04040 0.03972 =
0.03859 0.00106 -0.00834 0.01507
O5 4 0.468830 -0.005721 0.619797 11.00000 0.02559 0.01925 =
0.02665 0.00028 0.00804 0.00421
O6 4 0.340376 0.049950 0.665418 11.00000 0.02786 0.02054 =
0.02376 0.00168 0.01136 -0.00180
N1 3 0.435709 0.257372 0.649371 11.00000 0.01793 0.01846 =
0.01819 -0.00158 0.00652 0.00025
N2 3 0.426806 0.514075 0.845529 11.00000 0.02238 0.02846 =
0.01688 -0.00350 -0.00017 0.00008
H2 2 0.463954 0.535324 0.884649 11.00000 -1.20000
C1 1 0.501595 0.327696 0.621692 11.00000 0.01864 0.02219 =
0.01369 -0.00201 0.00429 -0.00200
C2 1 0.488635 0.483499 0.616176 11.00000 0.01877 0.02204 =
0.01473 -0.00109 0.00410 0.00045
C3 1 0.547300 0.576172 0.594350 11.00000 0.02570 0.02382 =
0.02363 0.00136 0.00943 -0.00234
AFIX 43
H3 2 0.539133 0.682646 0.591284 11.00000 -1.20000
AFIX 0
C4 1 0.617964 0.510990 0.577103 11.00000 0.02463 0.03426 =
0.02684 -0.00082 0.01304 -0.00552
AFIX 43
H4 2 0.658355 0.572828 0.561538 11.00000 -1.20000
AFIX 0
C5 1 0.629826 0.355485 0.582534 11.00000 0.02125 0.03729 =
0.02560 -0.00518 0.01135 0.00069
AFIX 43
H5 2 0.678406 0.312335 0.570248 11.00000 -1.20000
AFIX 0
C6 1 0.572577 0.261424 0.605438 11.00000 0.02214 0.02403 =
0.02241 -0.00418 0.00648 0.00212
AFIX 43
H6 2 0.581712 0.155258 0.609829 11.00000 -1.20000
AFIX 0
C7 1 0.410526 0.521021 0.638136 11.00000 0.01781 0.02075 =
0.01375 0.00093 0.00348 -0.00099
C8 1 0.371565 0.374780 0.655627 11.00000 0.01668 0.01730 =
0.01673 -0.00150 0.00469 0.00138
AFIX 13
H8 2 0.316432 0.356242 0.614439 11.00000 -1.20000
AFIX 0
C9 1 0.350695 0.385229 0.733599 11.00000 0.01755 0.01805 =
0.01807 -0.00014 0.00661 -0.00102
AFIX 13
H9 2 0.312524 0.298445 0.738075 11.00000 -1.20000
AFIX 0
C10 1 0.303285 0.534917 0.740011 11.00000 0.01576 0.02052 =
0.01818 -0.00222 0.00575 -0.00070
AFIX 13
H10 2 0.244395 0.510899 0.745142 11.00000 -1.20000
AFIX 0
C11 1 0.294356 0.653082 0.674689 11.00000 0.01916 0.01817 =
0.01967 -0.00148 0.00511 0.00183
AFIX 13
H11 2 0.290207 0.754999 0.697353 11.00000 -1.20000
AFIX 0
C12 1 0.374960 0.652771 0.647745 11.00000 0.01927 0.01857 =
0.01665 0.00157 0.00394 -0.00130
AFIX 43
H12 2 0.399973 0.745185 0.637782 11.00000 -1.20000
AFIX 0
C13 1 0.430013 0.385234 0.803400 11.00000 0.02131 0.02394 =
0.01822 0.00222 0.00718 0.00066
C14 1 0.357106 0.605612 0.814550 11.00000 0.02101 0.02352 =
0.01855 -0.00081 0.00787 -0.00183
C15 1 0.211243 0.629708 0.608805 11.00000 0.01984 0.02455 =
0.02288 -0.00219 0.00240 0.00307
AFIX 23
H15A 2 0.215770 0.534575 0.581342 11.00000 -1.20000
H15B 2 0.161139 0.620721 0.630210 11.00000 -1.20000
AFIX 0
C16 1 0.196737 0.761907 0.552424 11.00000 0.02897 0.02922 =
0.02289 -0.00013 0.00148 0.00643
AFIX 23
H16A 2 0.193997 0.856635 0.580813 11.00000 -1.20000
H16B 2 0.247091 0.769484 0.531270 11.00000 -1.20000
AFIX 0
C17 1 0.115828 0.748772 0.486835 11.00000 0.03907 0.03681 =
0.02588 -0.00123 -0.00277 0.01081
C20 1 0.332590 0.109056 0.523714 11.00000 0.02238 0.01597 =
0.02002 -0.00245 0.00513 -0.00287
C21 1 0.370896 0.090079 0.464401 11.00000 0.02427 0.02066 =
0.02329 -0.00248 0.00817 0.00034
AFIX 43
H21 2 0.430595 0.065404 0.475414 11.00000 -1.20000
AFIX 0
C22 1 0.321205 0.107495 0.389288 11.00000 0.03247 0.03080 =
0.02121 -0.00346 0.01031 0.00036
AFIX 43
H22 2 0.347190 0.093561 0.348649 11.00000 -1.20000
AFIX 0
C23 1 0.233889 0.145014 0.371814 11.00000 0.03120 0.04270 =
0.02328 -0.00364 0.00317 -0.00053
C24 1 0.196770 0.163435 0.432492 11.00000 0.02148 0.04425 =
0.02976 -0.00306 0.00400 -0.00010
AFIX 43
H24 2 0.137169 0.188811 0.421529 11.00000 -1.20000
AFIX 0
C25 1 0.245078 0.145451 0.507991 11.00000 0.02248 0.02802 =
0.02463 -0.00328 0.00824 -0.00287
AFIX 43
H25 2 0.219037 0.157713 0.548704 11.00000 -1.20000
AFIX 0
C26 1 0.181620 0.167435 0.289570 11.00000 0.04168 0.09534 =
0.02465 -0.00215 -0.00033 0.00827
AFIX 137
H26A 2 0.216790 0.220453 0.261413 11.00000 -1.50000
H26B 2 0.130035 0.227659 0.288113 11.00000 -1.50000
H26C 2 0.163987 0.068798 0.265613 11.00000 -1.50000
AFIX 0
PART 1
O4B 4 0.132787 0.646848 0.437867 10.18000 0.03873 0.03832 =
0.02902 -0.00868 -0.00655 0.00940
C18B 1 0.061516 0.627797 0.367524 10.18000 0.05226 0.04459 =
0.03222 -0.00824 -0.01451 0.00181
AFIX 23
H18A 2 0.007197 0.669202 0.374888 10.18000 -1.20000
H18B 2 0.052632 0.519213 0.354333 10.18000 -1.20000
AFIX 0
C19B 1 0.085584 0.711005 0.304931 10.18000 0.09481 0.07145 =
0.03311 -0.00689 -0.00474 -0.01490
AFIX 137
H19A 2 0.038386 0.703217 0.257240 10.18000 -1.50000
H19B 2 0.138352 0.666871 0.297057 10.18000 -1.50000
H19C 2 0.095848 0.817663 0.319321 10.18000 -1.50000
AFIX 0
PART 0
PART 2
O4A 4 0.099549 0.603754 0.462204 10.40000 0.03873 0.03832 =
0.02902 -0.00868 -0.00655 0.00940
C18A 1 0.020294 0.570506 0.401160 10.40000 0.05226 0.04459 =
0.03222 -0.00824 -0.01451 0.00181
AFIX 23
H18C 2 -0.027895 0.632711 0.408637 10.40000 -1.20000
H18D 2 0.004774 0.462678 0.403780 10.40000 -1.20000
AFIX 0
C19A 1 0.033036 0.603714 0.323736 10.40000 0.09481 0.07145 =
0.03311 -0.00689 -0.00474 -0.01490
AFIX 137
H19D 2 -0.018877 0.573792 0.283372 10.40000 -1.50000
H19E 2 0.083027 0.546803 0.317722 10.40000 -1.50000
H19F 2 0.043276 0.712232 0.319555 10.40000 -1.50000
AFIX 0
PART 0
PART 3
O4C 4 0.116216 0.616437 0.448031 10.42000 0.03873 0.03832 =
0.02902 -0.00868 -0.00655 0.00940
C18C 1 0.043942 0.588958 0.379376 10.42000 0.05226 0.04459 =
0.03222 -0.00824 -0.01451 0.00181
AFIX 23
H18E 2 -0.008930 0.639788 0.384694 10.42000 -1.20000
H18F 2 0.032170 0.479117 0.373019 10.42000 -1.20000
AFIX 0
C19C 1 0.067671 0.649894 0.310898 10.42000 0.09481 0.07145 =
0.03311 -0.00689 -0.00474 -0.01490
AFIX 137
H19G 2 0.019186 0.635230 0.264689 10.42000 -1.50000
H19H 2 0.118731 0.596322 0.304897 10.42000 -1.50000
H19I 2 0.080645 0.758064 0.318229 10.42000 -1.50000
AFIX 0
HKLF 4
REM ljh140029_fa in P21/n #14
REM R1 = 0.0351 for 3952 Fo > 4sig(Fo) and 0.0392 for all 4373 data
REM 341 parameters refined using 345 restraints
END
WGHT 0.0479 1.5257
REM Highest difference peak 0.317, deepest hole -0.480, 1-sigma level 0.059
Q1 1 0.3604 0.1020 0.5650 11.00000 0.05 0.29
Q2 1 0.3930 0.3940 0.7617 11.00000 0.05 0.26
Q3 1 0.3288 0.4614 0.7343 11.00000 0.05 0.25
Q4 1 0.3646 0.3788 0.6980 11.00000 0.05 0.25
Q5 1 0.2016 0.1190 0.2493 11.00000 0.05 0.24
Q6 1 0.1604 0.7558 0.5218 11.00000 0.05 0.24
Q7 1 0.0823 0.8244 0.4348 11.00000 0.05 0.22
Q8 1 0.1207 0.1301 0.2802 11.00000 0.05 0.21
Q9 1 0.1931 0.3078 0.2767 11.00000 0.05 0.20
Q10 1 0.3255 0.5626 0.7754 11.00000 0.05 0.19
Q11 1 0.0342 0.4681 0.4007 11.00000 0.05 0.18
Q12 1 0.1412 0.7196 0.4298 11.00000 0.05 0.18
Q13 1 0.3980 0.4568 0.6558 11.00000 0.05 0.18
Q14 1 0.3358 0.3203 0.7437 11.00000 0.05 0.17
Q15 1 0.3772 0.5763 0.6192 11.00000 0.05 0.17
Q16 1 0.4169 0.5824 0.6790 11.00000 0.05 0.17
Q17 1 0.2980 0.5865 0.7085 11.00000 0.05 0.17
Q18 1 -0.0444 0.5985 0.4241 11.00000 0.05 0.16
Q19 1 0.2786 0.1585 0.3804 11.00000 0.05 0.15
Q20 1 0.2077 0.8508 0.5583 11.00000 0.05 0.15
;
_shelx_res_checksum 50469
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 1 0 0.1146 0.0001 1.0001 0.0008 -0.1357 -0.0178 -0.1078
1 0 2 0.1131 0.9996 -0.0004 1.9995 -0.1414 0.0086 0.1765
-1 0 -2 0.1541 -0.9996 0.0004 -1.9995 0.1414 -0.0086 -0.1765
1 0 -1 0.0869 0.9998 -0.0002 -1.0007 0.0028 0.1113 -0.0219
-1 0 1 0.0489 -0.9998 0.0002 1.0007 -0.0028 -0.1113 0.0219
1 -1 2 0.1485 0.9996 -1.0005 1.9987 -0.0057 0.0264 0.2843
1 -3 -3 0.1224 0.9997 -3.0004 -3.0033 0.5060 0.2332 0.1694
-1 -1 -3 0.1260 -0.9997 -0.9996 -3.0004 0.3252 0.0435 -0.1348
2 -1 -1 0.1405 1.9994 -1.0005 -1.0021 0.0932 0.2062 0.1302
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# 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_mjh140002
_database_code_depnum_ccdc_archive 'CCDC 1040307'
_audit_update_record
;
2014-12-18 deposited with the CCDC.
2015-01-16 downloaded from the CCDC.
;
_audit_creation_date 2014-05-19
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2014.03.20 svn.r2918 for OlexSys, GUI svn.r4816)
;
_shelxl_version_number 2013-4
_chemical_name_common ?
_chemical_name_systematic
6-(3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-yl)-2-phenyl-11-tosyl-5,6-dihydro-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H,11H)-dione
_chemical_formula_moiety 'C33 H25 N7 O6 S'
_chemical_formula_sum 'C33 H25 N7 O6 S'
_chemical_formula_weight 647.66
_chemical_melting_point ?
_chemical_oxdiff_formula 'C33 H25 N7 O6 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/c 1'
_space_group_name_Hall '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 13.1236(3)
_cell_length_b 20.8432(5)
_cell_length_c 12.0391(2)
_cell_angle_alpha 90
_cell_angle_beta 100.991(2)
_cell_angle_gamma 90
_cell_volume 3232.74(13)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 7905
_cell_measurement_temperature 150.00(10)
_cell_measurement_theta_max 66.0850
_cell_measurement_theta_min 3.3860
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 1.360
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.92025
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug 2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour 'clear light colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier light
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.331
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description needle
_exptl_crystal_F_000 1344
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.1
_exptl_crystal_size_min 0.06
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0383
_diffrn_reflns_av_unetI/netI 0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max 15
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_k_max 24
_diffrn_reflns_limit_k_min -24
_diffrn_reflns_limit_l_max 10
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 23327
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full 67.684
_diffrn_reflns_theta_max 66.247
_diffrn_reflns_theta_min 3.431
_diffrn_ambient_temperature 150.00(10)
_diffrn_detector_area_resol_mean 10.3968
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 -0.0936454000
_diffrn_orient_matrix_UB_12 -0.0040772000
_diffrn_orient_matrix_UB_13 -0.0987299000
_diffrn_orient_matrix_UB_21 0.0358684000
_diffrn_orient_matrix_UB_22 0.0620523000
_diffrn_orient_matrix_UB_23 -0.0507830000
_diffrn_orient_matrix_UB_31 0.0650071000
_diffrn_orient_matrix_UB_32 -0.0400248000
_diffrn_orient_matrix_UB_33 -0.0683558000
_diffrn_radiation_monochromator mirror
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_source 'Enhance Ultra (Cu) X-ray Source'
_diffrn_special_details ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 4665
_reflns_number_total 5646
_reflns_odcompleteness_completeness 98.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 66.49
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug 2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug 2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug 2 2013,16:46:58)
;
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2008)'
_computing_structure_solution 'XT (Sheldrick, 2008)'
_refine_diff_density_max 0.355
_refine_diff_density_min -0.365
_refine_diff_density_rms 0.042
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.036
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 428
_refine_ls_number_reflns 5646
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0464
_refine_ls_R_factor_gt 0.0357
_refine_ls_restrained_S_all 1.036
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0445P)^2^+1.0584P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0863
_refine_ls_wR_factor_ref 0.0927
_refine_special_details
;
Crystal contains large voids which are empty,
the data have been used as integrated from
the diffractometer.
;
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All N(H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
C8(H8)
2.b Secondary CH2 refined with riding coordinates:
C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
C2(H2), C3(H3), C4(H4), C5(H5), C16(H16), C17(H17), C18(H18), C19(H19),
C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C28(H28), C29(H29),
C31(H31), C32(H32)
2.d Idealised Me refined as rotating group:
C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary direct
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.85569(3) 0.78263(2) 0.70846(3) 0.02268(11) Uani 1 1 d . . . . .
O1 O 0.47498(9) 0.78249(6) 0.25233(10) 0.0302(3) Uani 1 1 d . . . . .
O2 O 0.61621(10) 0.85176(6) 0.61044(10) 0.0288(3) Uani 1 1 d . . . . .
O3 O 0.43028(9) 0.56865(6) 0.31491(11) 0.0327(3) Uani 1 1 d . . . . .
O4 O 0.27947(10) 0.73404(6) 0.47585(10) 0.0330(3) Uani 1 1 d . . . . .
O5 O 0.83718(9) 0.82875(6) 0.61999(10) 0.0281(3) Uani 1 1 d . . . . .
O6 O 0.86731(9) 0.80218(6) 0.82377(10) 0.0283(3) Uani 1 1 d . . . . .
N1 N 0.75235(10) 0.73208(7) 0.68529(11) 0.0224(3) Uani 1 1 d . . . . .
N2 N 0.61018(11) 0.74616(7) 0.38907(11) 0.0229(3) Uani 1 1 d . . . . .
N3 N 0.53604(11) 0.83697(7) 0.42185(11) 0.0244(3) Uani 1 1 d . . . . .
N4 N 0.65898(11) 0.76875(7) 0.49809(11) 0.0222(3) Uani 1 1 d . . . . .
N5 N 0.48644(11) 0.63292(7) 0.47179(11) 0.0242(3) Uani 1 1 d . . . . .
N6 N 0.32644(11) 0.64713(7) 0.37465(12) 0.0255(3) Uani 1 1 d . . . . .
N7 N 0.44541(11) 0.69093(7) 0.50863(12) 0.0245(3) Uani 1 1 d . . . . .
H7 H 0.4564(15) 0.6956(10) 0.5792(19) 0.029 Uiso 1 1 d R . . . .
C1 C 0.76180(12) 0.67115(8) 0.74100(14) 0.0220(3) Uani 1 1 d . . . . .
C2 C 0.81099(13) 0.65557(9) 0.85001(14) 0.0259(4) Uani 1 1 d . . . . .
H2 H 0.8465 0.6870 0.9001 0.031 Uiso 1 1 calc R . . . .
C3 C 0.80608(14) 0.59203(9) 0.88266(15) 0.0291(4) Uani 1 1 d . . . . .
H3 H 0.8389 0.5798 0.9569 0.035 Uiso 1 1 calc R . . . .
C4 C 0.75448(14) 0.54557(9) 0.80989(15) 0.0296(4) Uani 1 1 d . . . . .
H4 H 0.7532 0.5024 0.8350 0.035 Uiso 1 1 calc R . . . .
C5 C 0.70484(14) 0.56163(9) 0.70108(15) 0.0275(4) Uani 1 1 d . . . . .
H5 H 0.6692 0.5301 0.6515 0.033 Uiso 1 1 calc R . . . .
C6 C 0.70865(12) 0.62515(8) 0.66651(14) 0.0231(4) Uani 1 1 d . . . . .
C7 C 0.66383(12) 0.65821(8) 0.56391(14) 0.0223(3) Uani 1 1 d . . . . .
C8 C 0.59607(12) 0.63512(8) 0.45776(14) 0.0234(4) Uani 1 1 d . . . . .
H8 H 0.6180 0.5905 0.4426 0.028 Uiso 1 1 calc R . . . .
C9 C 0.61530(14) 0.67853(8) 0.36024(14) 0.0248(4) Uani 1 1 d . . . . .
H9A H 0.6845 0.6689 0.3430 0.030 Uiso 1 1 calc R . . . .
H9B H 0.5626 0.6693 0.2916 0.030 Uiso 1 1 calc R . . . .
C10 C 0.53331(13) 0.78750(8) 0.34384(13) 0.0233(4) Uani 1 1 d . . . . .
C11 C 0.60450(13) 0.82337(8) 0.52207(14) 0.0233(4) Uani 1 1 d . . . . .
C12 C 0.69117(12) 0.72034(8) 0.57765(13) 0.0220(3) Uani 1 1 d . . . . .
C13 C 0.41549(13) 0.61075(8) 0.37897(14) 0.0244(4) Uani 1 1 d . . . . .
C14 C 0.34229(13) 0.69563(9) 0.45570(14) 0.0251(4) Uani 1 1 d . . . . .
C15 C 0.23677(13) 0.64079(9) 0.28575(14) 0.0264(4) Uani 1 1 d . . . . .
C16 C 0.15800(14) 0.59937(10) 0.29805(17) 0.0346(4) Uani 1 1 d . . . . .
H16 H 0.1609 0.5760 0.3663 0.041 Uiso 1 1 calc R . . . .
C17 C 0.07426(15) 0.59235(11) 0.20919(19) 0.0419(5) Uani 1 1 d . . . . .
H17 H 0.0189 0.5643 0.2167 0.050 Uiso 1 1 calc R . . . .
C18 C 0.07117(15) 0.62612(11) 0.10967(17) 0.0382(5) Uani 1 1 d . . . . .
H18 H 0.0144 0.6205 0.0484 0.046 Uiso 1 1 calc R . . . .
C19 C 0.14985(15) 0.66783(11) 0.09899(16) 0.0363(5) Uani 1 1 d . . . . .
H19 H 0.1467 0.6914 0.0309 0.044 Uiso 1 1 calc R . . . .
C20 C 0.23353(14) 0.67555(10) 0.18706(15) 0.0315(4) Uani 1 1 d . . . . .
H20 H 0.2881 0.7043 0.1800 0.038 Uiso 1 1 calc R . . . .
C21 C 0.46439(13) 0.89019(8) 0.41088(14) 0.0245(4) Uani 1 1 d . . . . .
C22 C 0.37956(14) 0.88680(9) 0.46378(15) 0.0300(4) Uani 1 1 d . . . . .
H22 H 0.3670 0.8493 0.5041 0.036 Uiso 1 1 calc R . . . .
C23 C 0.31362(15) 0.93880(10) 0.45687(16) 0.0342(4) Uani 1 1 d . . . . .
H23 H 0.2548 0.9369 0.4921 0.041 Uiso 1 1 calc R . . . .
C24 C 0.33233(15) 0.99375(9) 0.39910(16) 0.0338(4) Uani 1 1 d . . . . .
H24 H 0.2871 1.0296 0.3958 0.041 Uiso 1 1 calc R . . . .
C25 C 0.41709(15) 0.99618(9) 0.34632(16) 0.0346(4) Uani 1 1 d . . . . .
H25 H 0.4298 1.0337 0.3061 0.042 Uiso 1 1 calc R . . . .
C26 C 0.48324(14) 0.94435(9) 0.35184(15) 0.0302(4) Uani 1 1 d . . . . .
H26 H 0.5413 0.9459 0.3153 0.036 Uiso 1 1 calc R . . . .
C27 C 0.96011(13) 0.73286(9) 0.69364(14) 0.0252(4) Uani 1 1 d . . . . .
C28 C 1.04207(14) 0.72412(9) 0.78362(15) 0.0293(4) Uani 1 1 d . . . . .
H28 H 1.0416 0.7440 0.8545 0.035 Uiso 1 1 calc R . . . .
C29 C 1.12453(14) 0.68596(10) 0.76856(15) 0.0333(4) Uani 1 1 d . . . . .
H29 H 1.1812 0.6801 0.8297 0.040 Uiso 1 1 calc R . . . .
C30 C 1.12617(15) 0.65598(10) 0.66543(16) 0.0329(4) Uani 1 1 d . . . . .
C31 C 1.04264(15) 0.66586(10) 0.57666(16) 0.0355(4) Uani 1 1 d . . . . .
H31 H 1.0426 0.6458 0.5058 0.043 Uiso 1 1 calc R . . . .
C32 C 0.95990(14) 0.70411(9) 0.58952(15) 0.0305(4) Uani 1 1 d . . . . .
H32 H 0.9036 0.7107 0.5281 0.037 Uiso 1 1 calc R . . . .
C33 C 1.21717(17) 0.61467(12) 0.65172(19) 0.0475(6) Uani 1 1 d . . . . .
H33A H 1.2128 0.5734 0.6894 0.071 Uiso 1 1 calc GR . . . .
H33B H 1.2819 0.6363 0.6858 0.071 Uiso 1 1 calc GR . . . .
H33C H 1.2160 0.6075 0.5710 0.071 Uiso 1 1 calc GR . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0220(2) 0.0246(2) 0.0197(2) -0.00007(15) -0.00019(15) -0.00294(16)
O1 0.0323(7) 0.0349(7) 0.0199(6) -0.0002(5) -0.0033(5) 0.0000(5)
O2 0.0363(7) 0.0272(7) 0.0208(6) -0.0016(5) 0.0000(5) 0.0017(5)
O3 0.0288(7) 0.0308(7) 0.0365(7) -0.0124(6) 0.0015(5) -0.0028(5)
O4 0.0300(7) 0.0381(8) 0.0304(7) -0.0062(6) 0.0048(5) 0.0047(6)
O5 0.0271(6) 0.0280(7) 0.0268(6) 0.0043(5) -0.0005(5) -0.0045(5)
O6 0.0284(6) 0.0312(7) 0.0233(6) -0.0042(5) 0.0002(5) -0.0032(5)
N1 0.0229(7) 0.0246(8) 0.0185(7) 0.0006(6) 0.0007(5) -0.0003(6)
N2 0.0246(7) 0.0263(8) 0.0161(7) -0.0019(6) -0.0003(5) -0.0028(6)
N3 0.0261(7) 0.0254(8) 0.0198(7) 0.0006(6) -0.0003(6) 0.0015(6)
N4 0.0246(7) 0.0239(7) 0.0160(6) -0.0005(5) -0.0011(5) -0.0007(6)
N5 0.0223(7) 0.0248(8) 0.0245(7) -0.0023(6) 0.0022(6) -0.0010(6)
N6 0.0228(7) 0.0300(8) 0.0219(7) -0.0031(6) 0.0001(6) -0.0014(6)
N7 0.0259(8) 0.0280(8) 0.0193(7) -0.0042(6) 0.0037(6) -0.0005(6)
C1 0.0201(8) 0.0229(9) 0.0229(8) 0.0023(7) 0.0040(6) -0.0001(7)
C2 0.0241(9) 0.0316(10) 0.0213(8) 0.0013(7) 0.0023(7) -0.0008(7)
C3 0.0291(9) 0.0331(10) 0.0239(9) 0.0060(7) 0.0025(7) 0.0028(8)
C4 0.0317(9) 0.0256(9) 0.0316(9) 0.0067(7) 0.0067(8) 0.0011(8)
C5 0.0283(9) 0.0266(9) 0.0274(9) -0.0011(7) 0.0049(7) -0.0017(7)
C6 0.0194(8) 0.0265(9) 0.0228(8) 0.0006(7) 0.0030(7) 0.0000(7)
C7 0.0187(8) 0.0261(9) 0.0215(8) -0.0010(7) 0.0019(6) -0.0006(7)
C8 0.0216(8) 0.0244(9) 0.0233(8) -0.0016(7) 0.0015(7) -0.0001(7)
C9 0.0263(9) 0.0261(9) 0.0215(8) -0.0026(7) 0.0035(7) -0.0016(7)
C10 0.0231(8) 0.0271(9) 0.0192(8) 0.0025(7) 0.0028(7) -0.0028(7)
C11 0.0241(9) 0.0241(9) 0.0205(8) 0.0025(7) 0.0015(7) -0.0014(7)
C12 0.0190(8) 0.0263(9) 0.0198(8) 0.0011(7) 0.0015(6) -0.0004(7)
C13 0.0238(9) 0.0241(9) 0.0246(8) 0.0001(7) 0.0029(7) -0.0051(7)
C14 0.0262(9) 0.0291(9) 0.0200(8) 0.0007(7) 0.0042(7) -0.0024(8)
C15 0.0217(8) 0.0326(10) 0.0237(8) -0.0054(7) 0.0008(7) 0.0013(7)
C16 0.0298(10) 0.0362(11) 0.0369(10) 0.0008(8) 0.0045(8) -0.0040(8)
C17 0.0247(10) 0.0450(13) 0.0533(13) -0.0057(10) 0.0002(9) -0.0077(9)
C18 0.0247(10) 0.0512(13) 0.0347(10) -0.0122(9) -0.0040(8) 0.0068(9)
C19 0.0324(10) 0.0506(13) 0.0242(9) -0.0014(8) 0.0013(8) 0.0079(9)
C20 0.0257(9) 0.0414(11) 0.0273(9) -0.0036(8) 0.0052(7) -0.0010(8)
C21 0.0245(9) 0.0260(9) 0.0207(8) -0.0013(7) -0.0015(7) 0.0005(7)
C22 0.0342(10) 0.0283(10) 0.0280(9) 0.0012(7) 0.0073(8) -0.0046(8)
C23 0.0330(10) 0.0342(11) 0.0377(10) -0.0055(8) 0.0121(8) -0.0004(8)
C24 0.0331(10) 0.0281(10) 0.0388(10) -0.0044(8) 0.0031(8) 0.0039(8)
C25 0.0377(11) 0.0276(10) 0.0371(10) 0.0063(8) 0.0033(8) -0.0003(8)
C26 0.0272(9) 0.0331(10) 0.0304(9) 0.0054(8) 0.0059(7) -0.0011(8)
C27 0.0242(9) 0.0277(9) 0.0230(8) 0.0025(7) 0.0029(7) -0.0028(7)
C28 0.0274(9) 0.0366(10) 0.0221(9) 0.0004(7) 0.0004(7) -0.0008(8)
C29 0.0270(9) 0.0439(12) 0.0266(9) 0.0048(8) -0.0014(7) 0.0039(8)
C30 0.0327(10) 0.0366(11) 0.0299(9) 0.0061(8) 0.0068(8) 0.0041(8)
C31 0.0391(11) 0.0421(12) 0.0249(9) -0.0019(8) 0.0055(8) 0.0050(9)
C32 0.0291(9) 0.0384(11) 0.0218(9) 0.0009(7) -0.0004(7) 0.0019(8)
C33 0.0449(12) 0.0588(15) 0.0395(11) 0.0073(10) 0.0104(10) 0.0183(11)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O5 1.4209(12) . ?
S1 O6 1.4268(12) . ?
S1 N1 1.6979(14) . ?
S1 C27 1.7548(18) . ?
O1 C10 1.220(2) . ?
O2 C11 1.201(2) . ?
O3 C13 1.208(2) . ?
O4 C14 1.206(2) . ?
N1 C1 1.431(2) . ?
N1 C12 1.410(2) . ?
N2 N4 1.4263(19) . ?
N2 C9 1.456(2) . ?
N2 C10 1.359(2) . ?
N3 C10 1.391(2) . ?
N3 C11 1.389(2) . ?
N3 C21 1.444(2) . ?
N4 C11 1.403(2) . ?
N4 C12 1.400(2) . ?
N5 N7 1.428(2) . ?
N5 C8 1.481(2) . ?
N5 C13 1.390(2) . ?
N6 C13 1.386(2) . ?
N6 C14 1.393(2) . ?
N6 C15 1.438(2) . ?
N7 H7 0.84(2) . ?
N7 C14 1.385(2) . ?
C1 C2 1.386(2) . ?
C1 C6 1.404(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.387(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(3) . ?
C6 C7 1.439(2) . ?
C7 C8 1.491(2) . ?
C7 C12 1.346(2) . ?
C8 H8 1.0000 . ?
C8 C9 1.541(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C15 C16 1.376(3) . ?
C15 C20 1.385(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.384(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.374(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.383(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.386(3) . ?
C21 C26 1.381(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.379(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.386(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.383(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.380(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.385(2) . ?
C27 C32 1.389(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.383(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.394(3) . ?
C30 C31 1.393(3) . ?
C30 C33 1.507(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.379(3) . ?
C32 H32 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 S1 O6 120.49(8) . . ?
O5 S1 N1 106.24(7) . . ?
O5 S1 C27 110.43(8) . . ?
O6 S1 N1 105.72(7) . . ?
O6 S1 C27 109.09(8) . . ?
N1 S1 C27 103.37(8) . . ?
C1 N1 S1 118.60(11) . . ?
C12 N1 S1 123.77(11) . . ?
C12 N1 C1 105.08(13) . . ?
N4 N2 C9 120.39(13) . . ?
C10 N2 N4 109.16(13) . . ?
C10 N2 C9 125.64(14) . . ?
C10 N3 C21 125.13(14) . . ?
C11 N3 C10 111.37(14) . . ?
C11 N3 C21 122.57(14) . . ?
C11 N4 N2 107.47(12) . . ?
C12 N4 N2 114.57(13) . . ?
C12 N4 C11 122.90(13) . . ?
N7 N5 C8 116.18(13) . . ?
C13 N5 N7 107.26(13) . . ?
C13 N5 C8 115.79(13) . . ?
C13 N6 C14 111.02(14) . . ?
C13 N6 C15 122.84(14) . . ?
C14 N6 C15 125.44(15) . . ?
N5 N7 H7 114.2(14) . . ?
C14 N7 N5 108.07(13) . . ?
C14 N7 H7 114.9(14) . . ?
C2 C1 N1 129.42(15) . . ?
C2 C1 C6 121.99(16) . . ?
C6 C1 N1 108.58(14) . . ?
C1 C2 H2 121.5 . . ?
C1 C2 C3 116.98(16) . . ?
C3 C2 H2 121.5 . . ?
C2 C3 H3 119.0 . . ?
C2 C3 C4 121.97(16) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.70(17) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.8 . . ?
C4 C5 C6 118.33(17) . . ?
C6 C5 H5 120.8 . . ?
C1 C6 C7 107.06(15) . . ?
C5 C6 C1 120.03(15) . . ?
C5 C6 C7 132.87(16) . . ?
C6 C7 C8 131.37(16) . . ?
C12 C7 C6 107.43(15) . . ?
C12 C7 C8 121.17(15) . . ?
N5 C8 C7 110.24(13) . . ?
N5 C8 H8 108.2 . . ?
N5 C8 C9 114.14(14) . . ?
C7 C8 H8 108.2 . . ?
C7 C8 C9 107.82(14) . . ?
C9 C8 H8 108.2 . . ?
N2 C9 C8 111.41(13) . . ?
N2 C9 H9A 109.3 . . ?
N2 C9 H9B 109.3 . . ?
C8 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
O1 C10 N2 126.68(16) . . ?
O1 C10 N3 127.17(16) . . ?
N2 C10 N3 106.14(13) . . ?
O2 C11 N3 128.38(16) . . ?
O2 C11 N4 126.70(15) . . ?
N3 C11 N4 104.92(13) . . ?
N4 C12 N1 123.27(15) . . ?
C7 C12 N1 111.83(14) . . ?
C7 C12 N4 124.82(15) . . ?
O3 C13 N5 126.16(16) . . ?
O3 C13 N6 127.62(16) . . ?
N6 C13 N5 106.21(14) . . ?
O4 C14 N6 127.30(16) . . ?
O4 C14 N7 126.84(16) . . ?
N7 C14 N6 105.86(15) . . ?
C16 C15 N6 120.17(16) . . ?
C16 C15 C20 121.29(17) . . ?
C20 C15 N6 118.50(16) . . ?
C15 C16 H16 120.5 . . ?
C15 C16 C17 118.95(19) . . ?
C17 C16 H16 120.5 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.13(19) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.29(18) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.19(19) . . ?
C20 C19 H19 119.9 . . ?
C15 C20 H20 120.4 . . ?
C19 C20 C15 119.13(18) . . ?
C19 C20 H20 120.4 . . ?
C22 C21 N3 119.02(16) . . ?
C26 C21 N3 119.84(15) . . ?
C26 C21 C22 121.10(17) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 C21 118.81(17) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 119.7 . . ?
C22 C23 C24 120.69(17) . . ?
C24 C23 H23 119.7 . . ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.72(18) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.20(18) . . ?
C26 C25 H25 119.9 . . ?
C21 C26 H26 120.3 . . ?
C25 C26 C21 119.47(17) . . ?
C25 C26 H26 120.3 . . ?
C28 C27 S1 120.22(14) . . ?
C28 C27 C32 121.11(17) . . ?
C32 C27 S1 118.66(13) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 C27 118.92(17) . . ?
C29 C28 H28 120.5 . . ?
C28 C29 H29 119.3 . . ?
C28 C29 C30 121.34(17) . . ?
C30 C29 H29 119.3 . . ?
C29 C30 C33 120.06(18) . . ?
C31 C30 C29 118.28(17) . . ?
C31 C30 C33 121.66(18) . . ?
C30 C31 H31 119.3 . . ?
C32 C31 C30 121.38(17) . . ?
C32 C31 H31 119.3 . . ?
C27 C32 H32 120.5 . . ?
C31 C32 C27 118.98(17) . . ?
C31 C32 H32 120.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 C2 39.0(2) . . . . ?
S1 N1 C1 C6 -142.48(12) . . . . ?
S1 N1 C12 N4 -42.5(2) . . . . ?
S1 N1 C12 C7 140.63(13) . . . . ?
S1 C27 C28 C29 -178.34(15) . . . . ?
S1 C27 C32 C31 178.84(15) . . . . ?
O5 S1 N1 C1 162.84(12) . . . . ?
O5 S1 N1 C12 26.69(15) . . . . ?
O5 S1 C27 C28 127.75(15) . . . . ?
O5 S1 C27 C32 -50.54(16) . . . . ?
O6 S1 N1 C1 -68.04(13) . . . . ?
O6 S1 N1 C12 155.81(13) . . . . ?
O6 S1 C27 C28 -6.82(17) . . . . ?
O6 S1 C27 C32 174.89(14) . . . . ?
N1 S1 C27 C28 -118.97(15) . . . . ?
N1 S1 C27 C32 62.74(16) . . . . ?
N1 C1 C2 C3 178.76(16) . . . . ?
N1 C1 C6 C5 -179.13(14) . . . . ?
N1 C1 C6 C7 -1.14(18) . . . . ?
N2 N4 C11 O2 172.01(16) . . . . ?
N2 N4 C11 N3 -8.45(17) . . . . ?
N2 N4 C12 N1 171.67(13) . . . . ?
N2 N4 C12 C7 -11.9(2) . . . . ?
N3 C21 C22 C23 177.42(16) . . . . ?
N3 C21 C26 C25 -176.93(16) . . . . ?
N4 N2 C9 C8 43.55(19) . . . . ?
N4 N2 C10 O1 -178.97(16) . . . . ?
N4 N2 C10 N3 2.10(17) . . . . ?
N5 N7 C14 O4 170.66(17) . . . . ?
N5 N7 C14 N6 -9.46(17) . . . . ?
N5 C8 C9 N2 73.84(18) . . . . ?
N6 C15 C16 C17 -177.53(17) . . . . ?
N6 C15 C20 C19 177.24(17) . . . . ?
N7 N5 C8 C7 54.12(18) . . . . ?
N7 N5 C8 C9 -67.40(18) . . . . ?
N7 N5 C13 O3 167.98(16) . . . . ?
N7 N5 C13 N6 -11.18(17) . . . . ?
C1 N1 C12 N4 176.54(14) . . . . ?
C1 N1 C12 C7 -0.32(18) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C1 C6 C7 C8 -177.21(16) . . . . ?
C1 C6 C7 C12 0.94(18) . . . . ?
C2 C1 C6 C5 -0.4(2) . . . . ?
C2 C1 C6 C7 177.55(15) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C1 0.0(2) . . . . ?
C4 C5 C6 C7 -177.36(17) . . . . ?
C5 C6 C7 C8 0.4(3) . . . . ?
C5 C6 C7 C12 178.57(18) . . . . ?
C6 C1 C2 C3 0.4(2) . . . . ?
C6 C7 C8 N5 82.3(2) . . . . ?
C6 C7 C8 C9 -152.50(17) . . . . ?
C6 C7 C12 N1 -0.38(19) . . . . ?
C6 C7 C12 N4 -177.18(15) . . . . ?
C7 C8 C9 N2 -49.01(18) . . . . ?
C8 N5 N7 C14 144.40(14) . . . . ?
C8 N5 C13 O3 36.4(2) . . . . ?
C8 N5 C13 N6 -142.72(14) . . . . ?
C8 C7 C12 N1 178.00(14) . . . . ?
C8 C7 C12 N4 1.2(3) . . . . ?
C9 N2 N4 C11 -152.66(14) . . . . ?
C9 N2 N4 C12 -12.3(2) . . . . ?
C9 N2 C10 O1 -23.8(3) . . . . ?
C9 N2 C10 N3 157.32(14) . . . . ?
C10 N2 N4 C11 4.08(17) . . . . ?
C10 N2 N4 C12 144.42(14) . . . . ?
C10 N2 C9 C8 -109.13(17) . . . . ?
C10 N3 C11 O2 -170.30(17) . . . . ?
C10 N3 C11 N4 10.17(18) . . . . ?
C10 N3 C21 C22 95.9(2) . . . . ?
C10 N3 C21 C26 -86.5(2) . . . . ?
C11 N3 C10 O1 173.30(16) . . . . ?
C11 N3 C10 N2 -7.78(18) . . . . ?
C11 N3 C21 C22 -72.0(2) . . . . ?
C11 N3 C21 C26 105.58(19) . . . . ?
C11 N4 C12 N1 -54.8(2) . . . . ?
C11 N4 C12 C7 121.65(19) . . . . ?
C12 N1 C1 C2 -177.65(17) . . . . ?
C12 N1 C1 C6 0.91(17) . . . . ?
C12 N4 C11 O2 35.7(3) . . . . ?
C12 N4 C11 N3 -144.72(15) . . . . ?
C12 C7 C8 N5 -95.63(18) . . . . ?
C12 C7 C8 C9 29.6(2) . . . . ?
C13 N5 N7 C14 13.08(17) . . . . ?
C13 N5 C8 C7 -178.68(14) . . . . ?
C13 N5 C8 C9 59.80(19) . . . . ?
C13 N6 C14 O4 -177.59(17) . . . . ?
C13 N6 C14 N7 2.53(18) . . . . ?
C13 N6 C15 C16 92.0(2) . . . . ?
C13 N6 C15 C20 -85.9(2) . . . . ?
C14 N6 C13 O3 -173.61(17) . . . . ?
C14 N6 C13 N5 5.55(18) . . . . ?
C14 N6 C15 C16 -98.4(2) . . . . ?
C14 N6 C15 C20 83.6(2) . . . . ?
C15 N6 C13 O3 -2.7(3) . . . . ?
C15 N6 C13 N5 176.42(15) . . . . ?
C15 N6 C14 O4 11.8(3) . . . . ?
C15 N6 C14 N7 -168.06(15) . . . . ?
C15 C16 C17 C18 0.7(3) . . . . ?
C16 C15 C20 C19 -0.7(3) . . . . ?
C16 C17 C18 C19 -1.4(3) . . . . ?
C17 C18 C19 C20 1.0(3) . . . . ?
C18 C19 C20 C15 0.0(3) . . . . ?
C20 C15 C16 C17 0.3(3) . . . . ?
C21 N3 C10 O1 4.2(3) . . . . ?
C21 N3 C10 N2 -176.90(15) . . . . ?
C21 N3 C11 O2 -0.9(3) . . . . ?
C21 N3 C11 N4 179.61(14) . . . . ?
C21 C22 C23 C24 -0.7(3) . . . . ?
C22 C21 C26 C25 0.6(3) . . . . ?
C22 C23 C24 C25 1.0(3) . . . . ?
C23 C24 C25 C26 -0.5(3) . . . . ?
C24 C25 C26 C21 -0.3(3) . . . . ?
C26 C21 C22 C23 -0.2(3) . . . . ?
C27 S1 N1 C1 46.55(13) . . . . ?
C27 S1 N1 C12 -89.60(14) . . . . ?
C27 C28 C29 C30 -0.5(3) . . . . ?
C28 C27 C32 C31 0.6(3) . . . . ?
C28 C29 C30 C31 0.6(3) . . . . ?
C28 C29 C30 C33 -179.98(19) . . . . ?
C29 C30 C31 C32 -0.1(3) . . . . ?
C30 C31 C32 C27 -0.4(3) . . . . ?
C32 C27 C28 C29 -0.1(3) . . . . ?
C33 C30 C31 C32 -179.5(2) . . . . ?
_shelx_res_file
;
TITL mjh140002 in P21/c #14
CELL 1.54184 13.1236 20.8432 12.0391 90 100.991 90
ZERR 4 0.000302 0.000526 0.000242 0 0.0022 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O S
UNIT 132 100 28 24 4
L.S. 4 0 0
PLAN 20
TEMP -123.15(10)
BOND $H
LIST 4
MORE -1
CONF
fmap 2 53
ACTA
REM /media/Seagate%20Backup%20Plus%20Drive/gemini/PRE_PAUL_2014/2014/mjh/
REM mjh140002/mjh140002.hkl
WGHT 0.044500 1.058400
FVAR 2.84980
S1 5 0.855689 0.782629 0.708460 11.00000 0.02202 0.02463 =
0.01973 -0.00007 -0.00019 -0.00294
O1 4 0.474980 0.782492 0.252333 11.00000 0.03234 0.03495 =
0.01995 -0.00023 -0.00326 -0.00001
O2 4 0.616208 0.851759 0.610442 11.00000 0.03634 0.02720 =
0.02082 -0.00159 0.00003 0.00175
O3 4 0.430276 0.568652 0.314910 11.00000 0.02883 0.03085 =
0.03654 -0.01239 0.00150 -0.00281
O4 4 0.279474 0.734041 0.475853 11.00000 0.03002 0.03813 =
0.03042 -0.00621 0.00478 0.00468
O5 4 0.837179 0.828753 0.619991 11.00000 0.02714 0.02797 =
0.02679 0.00433 -0.00055 -0.00445
O6 4 0.867313 0.802176 0.823771 11.00000 0.02845 0.03122 =
0.02329 -0.00417 0.00017 -0.00324
N1 3 0.752350 0.732084 0.685288 11.00000 0.02285 0.02457 =
0.01850 0.00056 0.00066 -0.00032
N2 3 0.610182 0.746160 0.389065 11.00000 0.02460 0.02627 =
0.01607 -0.00188 -0.00030 -0.00283
N3 3 0.536039 0.836975 0.421848 11.00000 0.02611 0.02538 =
0.01984 0.00058 -0.00026 0.00149
N4 3 0.658982 0.768748 0.498095 11.00000 0.02459 0.02385 =
0.01604 -0.00053 -0.00112 -0.00072
N5 3 0.486440 0.632921 0.471790 11.00000 0.02229 0.02482 =
0.02454 -0.00234 0.00222 -0.00102
N6 3 0.326444 0.647128 0.374651 11.00000 0.02284 0.03002 =
0.02189 -0.00313 0.00011 -0.00140
N7 3 0.445411 0.690930 0.508634 11.00000 0.02588 0.02804 =
0.01926 -0.00420 0.00366 -0.00046
H7 2 0.456409 0.695591 0.579192 11.00000 -1.20000
C1 1 0.761799 0.671153 0.741003 11.00000 0.02010 0.02285 =
0.02291 0.00234 0.00402 -0.00014
C2 1 0.810989 0.655573 0.850013 11.00000 0.02408 0.03163 =
0.02126 0.00132 0.00226 -0.00078
AFIX 43
H2 2 0.846461 0.687010 0.900089 11.00000 -1.20000
AFIX 0
C3 1 0.806078 0.592027 0.882658 11.00000 0.02910 0.03315 =
0.02391 0.00600 0.00251 0.00281
AFIX 43
H3 2 0.838908 0.579832 0.956911 11.00000 -1.20000
AFIX 0
C4 1 0.754485 0.545569 0.809890 11.00000 0.03174 0.02558 =
0.03163 0.00673 0.00674 0.00113
AFIX 43
H4 2 0.753233 0.502408 0.834953 11.00000 -1.20000
AFIX 0
C5 1 0.704836 0.561632 0.701076 11.00000 0.02835 0.02658 =
0.02740 -0.00114 0.00491 -0.00165
AFIX 43
H5 2 0.669155 0.530057 0.651465 11.00000 -1.20000
AFIX 0
C6 1 0.708655 0.625153 0.666506 11.00000 0.01942 0.02652 =
0.02283 0.00058 0.00303 0.00000
C7 1 0.663831 0.658207 0.563910 11.00000 0.01866 0.02607 =
0.02148 -0.00099 0.00191 -0.00059
C8 1 0.596066 0.635124 0.457762 11.00000 0.02162 0.02435 =
0.02328 -0.00158 0.00153 -0.00006
AFIX 13
H8 2 0.617976 0.590536 0.442550 11.00000 -1.20000
AFIX 0
C9 1 0.615302 0.678533 0.360238 11.00000 0.02633 0.02615 =
0.02147 -0.00264 0.00352 -0.00160
AFIX 23
H9A 2 0.684526 0.668942 0.343014 11.00000 -1.20000
H9B 2 0.562608 0.669257 0.291627 11.00000 -1.20000
AFIX 0
C10 1 0.533310 0.787502 0.343840 11.00000 0.02308 0.02712 =
0.01922 0.00253 0.00277 -0.00284
C11 1 0.604504 0.823371 0.522070 11.00000 0.02406 0.02411 =
0.02050 0.00255 0.00147 -0.00137
C12 1 0.691168 0.720341 0.577653 11.00000 0.01900 0.02631 =
0.01983 0.00110 0.00152 -0.00038
C13 1 0.415489 0.610750 0.378969 11.00000 0.02384 0.02415 =
0.02464 0.00013 0.00294 -0.00507
C14 1 0.342290 0.695634 0.455695 11.00000 0.02622 0.02905 =
0.01995 0.00068 0.00417 -0.00240
C15 1 0.236774 0.640786 0.285751 11.00000 0.02169 0.03257 =
0.02366 -0.00544 0.00077 0.00132
C16 1 0.158004 0.599372 0.298046 11.00000 0.02979 0.03624 =
0.03693 0.00077 0.00446 -0.00396
AFIX 43
H16 2 0.160921 0.575964 0.366288 11.00000 -1.20000
AFIX 0
C17 1 0.074256 0.592346 0.209192 11.00000 0.02470 0.04499 =
0.05326 -0.00571 0.00023 -0.00775
AFIX 43
H17 2 0.018924 0.564291 0.216710 11.00000 -1.20000
AFIX 0
C18 1 0.071174 0.626118 0.109671 11.00000 0.02471 0.05123 =
0.03472 -0.01219 -0.00402 0.00680
AFIX 43
H18 2 0.014426 0.620454 0.048450 11.00000 -1.20000
AFIX 0
C19 1 0.149854 0.667828 0.098989 11.00000 0.03242 0.05061 =
0.02421 -0.00143 0.00129 0.00789
AFIX 43
H19 2 0.146738 0.691418 0.030906 11.00000 -1.20000
AFIX 0
C20 1 0.233533 0.675551 0.187061 11.00000 0.02568 0.04141 =
0.02734 -0.00364 0.00522 -0.00099
AFIX 43
H20 2 0.288082 0.704318 0.179985 11.00000 -1.20000
AFIX 0
C21 1 0.464394 0.890194 0.410882 11.00000 0.02451 0.02596 =
0.02073 -0.00128 -0.00147 0.00046
C22 1 0.379556 0.886803 0.463776 11.00000 0.03415 0.02834 =
0.02801 0.00118 0.00729 -0.00456
AFIX 43
H22 2 0.367031 0.849339 0.504071 11.00000 -1.20000
AFIX 0
C23 1 0.313625 0.938796 0.456868 11.00000 0.03302 0.03415 =
0.03769 -0.00547 0.01210 -0.00040
AFIX 43
H23 2 0.254774 0.936920 0.492075 11.00000 -1.20000
AFIX 0
C24 1 0.332334 0.993754 0.399098 11.00000 0.03307 0.02810 =
0.03877 -0.00442 0.00306 0.00395
AFIX 43
H24 2 0.287138 1.029597 0.395772 11.00000 -1.20000
AFIX 0
C25 1 0.417086 0.996184 0.346317 11.00000 0.03765 0.02757 =
0.03706 0.00629 0.00325 -0.00035
AFIX 43
H25 2 0.429788 1.033658 0.306145 11.00000 -1.20000
AFIX 0
C26 1 0.483239 0.944345 0.351837 11.00000 0.02717 0.03311 =
0.03039 0.00541 0.00590 -0.00108
AFIX 43
H26 2 0.541289 0.945887 0.315313 11.00000 -1.20000
AFIX 0
C27 1 0.960114 0.732861 0.693642 11.00000 0.02417 0.02770 =
0.02303 0.00248 0.00294 -0.00276
C28 1 1.042071 0.724115 0.783620 11.00000 0.02741 0.03661 =
0.02209 0.00039 0.00036 -0.00082
AFIX 43
H28 2 1.041615 0.744012 0.854517 11.00000 -1.20000
AFIX 0
C29 1 1.124534 0.685960 0.768558 11.00000 0.02696 0.04388 =
0.02659 0.00475 -0.00143 0.00386
AFIX 43
H29 2 1.181239 0.680059 0.829744 11.00000 -1.20000
AFIX 0
C30 1 1.126168 0.655976 0.665427 11.00000 0.03266 0.03659 =
0.02990 0.00609 0.00681 0.00407
C31 1 1.042642 0.665859 0.576660 11.00000 0.03909 0.04214 =
0.02490 -0.00186 0.00549 0.00495
AFIX 43
H31 2 1.042646 0.645839 0.505771 11.00000 -1.20000
AFIX 0
C32 1 0.959900 0.704113 0.589517 11.00000 0.02911 0.03836 =
0.02184 0.00090 -0.00039 0.00190
AFIX 43
H32 2 0.903640 0.710693 0.528100 11.00000 -1.20000
AFIX 0
C33 1 1.217168 0.614671 0.651718 11.00000 0.04493 0.05879 =
0.03955 0.00729 0.01036 0.01830
AFIX 137
H33A 2 1.212755 0.573363 0.689390 11.00000 -1.50000
H33B 2 1.281906 0.636297 0.685800 11.00000 -1.50000
H33C 2 1.216038 0.607487 0.571046 11.00000 -1.50000
AFIX 0
HKLF 4
REM mjh140002 in P21/c #14
REM R1 = 0.0357 for 4665 Fo > 4sig(Fo) and 0.0464 for all 5646 data
REM 428 parameters refined using 0 restraints
END
WGHT 0.0446 1.0590
REM Highest difference peak 0.355, deepest hole -0.365, 1-sigma level 0.042
Q1 1 0.9148 0.7556 0.7048 11.00000 0.05 0.35
Q2 1 0.7912 0.7533 0.7042 11.00000 0.05 0.31
Q3 1 0.6341 0.6442 0.5236 11.00000 0.05 0.20
Q4 1 0.6409 0.6912 0.5841 11.00000 0.05 0.19
Q5 1 0.9373 0.7028 0.6539 11.00000 0.05 0.19
Q6 1 0.5404 0.6391 0.4628 11.00000 0.05 0.19
Q7 1 0.7038 0.6768 0.5488 11.00000 0.05 0.18
Q8 1 1.1800 0.5763 0.6191 11.00000 0.05 0.17
Q9 1 0.4581 0.9056 0.3531 11.00000 0.05 0.16
Q10 1 0.5045 0.8636 0.4158 11.00000 0.05 0.16
Q11 1 0.6775 0.6397 0.6113 11.00000 0.05 0.16
Q12 1 1.0012 0.7380 0.7322 11.00000 0.05 0.16
Q13 1 1.2620 0.5933 0.7151 11.00000 0.05 0.16
Q14 1 0.7619 0.7033 0.7159 11.00000 0.05 0.16
Q15 1 0.7145 0.5604 0.7609 11.00000 0.05 0.16
Q16 1 0.6048 0.6617 0.4103 11.00000 0.05 0.16
Q17 1 0.5964 0.7147 0.3836 11.00000 0.05 0.16
Q18 1 1.0742 0.6398 0.6435 11.00000 0.05 0.15
Q19 1 0.4052 0.8782 0.4081 11.00000 0.05 0.15
Q20 1 1.1155 0.4600 0.5695 11.00000 0.05 0.15
;
_shelx_res_checksum 92362
_vrf_PLAT601_mjh140002
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of .
RESPONSE: Please see refine special details - in short there are
voids present which are indeed empty
;
#######################################################################
#
# 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_mjh69
_database_code_depnum_ccdc_archive 'CCDC 1040308'
_audit_update_record
;
2014-12-18 deposited with the CCDC.
2015-01-16 downloaded from the CCDC.
;
_audit_creation_date 2014-12-17
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2014.12.09 svn.r3114 for OlexSys, GUI svn.r4963)
;
_shelxl_version_number 2014/6
_chemical_name_common ?
_chemical_name_systematic
(3aS*,5S*,10bS*)-5-((2,6-dibromophenyl)(hydroxy)amino)-N,N-dimethyl-1,3-dioxo-2-phenyl-1,3,3a,4,5,10b-hexahydropyrrolo[3,4-a]carbazole-10(2H)-sulfonamide
_chemical_formula_moiety 'C28 H24 Br2 N4 O5 S, C4 H10 O'
_chemical_formula_sum 'C32 H34 Br2 N4 O6 S'
_chemical_formula_weight 762.51
_chemical_melting_point ?
_chemical_oxdiff_formula 'C32 H34 O6 S1 Br2 N4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 10.0627(11)
_cell_length_b 12.5064(17)
_cell_length_c 13.7858(16)
_cell_angle_alpha 87.321(10)
_cell_angle_beta 78.605(10)
_cell_angle_gamma 70.030(11)
_cell_volume 1598.0(4)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 3099
_cell_measurement_temperature 150.00(10)
_cell_measurement_theta_max 26.7130
_cell_measurement_theta_min 2.9480
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 2.653
_exptl_absorpt_correction_T_max 0.698
_exptl_absorpt_correction_T_min 0.300
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear light colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier light
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.585
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 776
_exptl_crystal_size_max 0.7113
_exptl_crystal_size_mid 0.156
_exptl_crystal_size_min 0.1482
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0263
_diffrn_reflns_av_unetI/netI 0.0504
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 10012
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 26.798
_diffrn_reflns_theta_min 2.894
_diffrn_ambient_environment N~2~
_diffrn_ambient_temperature 150.00(10)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 10.3968
_diffrn_detector_type Atlas
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.887
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega -67.00 -37.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- -23.7292 77.0000 -60.0000 30
#__ type_ start__ end____ width___ exp.time_
2 omega -92.00 -42.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- -23.7292 179.0000 90.0000 50
#__ type_ start__ end____ width___ exp.time_
3 omega -118.00 -42.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- -23.7292 179.0000 -150.0000 76
#__ type_ start__ end____ width___ exp.time_
4 omega -104.00 78.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- -23.7292 38.0000 150.0000 182
#__ type_ start__ end____ width___ exp.time_
5 omega 92.00 130.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- 25.1354 159.0000 -143.0000 38
#__ type_ start__ end____ width___ exp.time_
6 omega -61.00 25.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- 25.1354 -38.0000 -120.0000 86
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 -0.0419430000
_diffrn_orient_matrix_UB_12 0.0087615000
_diffrn_orient_matrix_UB_13 0.0486336000
_diffrn_orient_matrix_UB_21 -0.0598782000
_diffrn_orient_matrix_UB_22 0.0373809000
_diffrn_orient_matrix_UB_23 -0.0184265000
_diffrn_orient_matrix_UB_31 -0.0223313000
_diffrn_orient_matrix_UB_32 -0.0465732000
_diffrn_orient_matrix_UB_33 -0.0071723000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'Enhance (Mo) X-ray Source'
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 4915
_reflns_number_total 6056
_reflns_odcompleteness_completeness 92.08
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2008)'
_computing_structure_solution 'XT (Sheldrick, 2008)'
_refine_diff_density_max 3.753
_refine_diff_density_min -0.917
_refine_diff_density_rms 0.122
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.037
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 414
_refine_ls_number_reflns 6056
_refine_ls_number_restraints 366
_refine_ls_R_factor_all 0.0755
_refine_ls_R_factor_gt 0.0604
_refine_ls_restrained_S_all 1.015
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0662P)^2^+7.5386P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1457
_refine_ls_wR_factor_ref 0.1595
_refine_special_details
;
There is still some residual density unmodelled in
the final structure. The distance between the
largest of these peaks is such that they
correspond to a 5 percent contamination of the
diffraction pattern by a satallite crystal. The
integration software is not capable of resolving
this and attempts to model as a twin with hklf5
refinements are not successful. The satellite
crystal is very minor compared to the major
component and does not affect the stability of the
main component refinement. It is only due the the
electron count in Br atoms that allows the
presence of this parasitic diffraction to be
observed in the refinement.
;
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2. Rigid body (RIGU) restrains
All non-hydrogen atoms
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Ternary CH refined with riding coordinates:
C13(H13), C4(H4), C2(H2)
3.b Secondary CH2 refined with riding coordinates:
C3(H3A,H3B), C31(H31A,H31B), C30(H30A,H30B)
3.c Aromatic/amide H refined with riding coordinates:
C7(H7), C10(H10), C9(H9), C20(H20), C8(H8), C23(H23), C25(H25), C16(H16),
C18(H18), C19(H19), C24(H24), C17(H17)
3.d Idealised Me refined as rotating group:
C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C32(H32A,H32B,H32C), C29(H29A,H29B,
H29C)
;
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary direct
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br2 Br 0.65589(6) 0.64258(5) 0.62509(4) 0.03544(18) Uani 1 1 d . U . . .
Br1 Br 0.41111(7) 0.81678(5) 1.02336(4) 0.03548(18) Uani 1 1 d . U . . .
S1 S 0.23440(13) 0.72006(11) 0.53191(9) 0.0230(3) Uani 1 1 d . U . . .
O5 O 0.5876(4) 0.5882(3) 0.9307(3) 0.0241(8) Uani 1 1 d . U . . .
O3 O 0.3301(4) 0.6147(3) 0.4873(3) 0.0297(8) Uani 1 1 d . U . . .
O2 O 0.2054(4) 0.4441(3) 0.6219(3) 0.0286(8) Uani 1 1 d . U . . .
O1 O 0.5957(4) 0.2341(3) 0.7513(3) 0.0311(9) Uani 1 1 d . U . . .
O4 O 0.2803(5) 0.8166(3) 0.5207(3) 0.0372(9) Uani 1 1 d . U . . .
O6 O 0.8793(4) 0.4988(4) 0.8772(3) 0.0410(10) Uani 1 1 d . U . . .
N2 N 0.1937(4) 0.6947(3) 0.6534(3) 0.0201(8) Uani 1 1 d . U . . .
N4 N 0.5300(4) 0.6253(3) 0.8423(3) 0.0216(9) Uani 1 1 d . U . . .
N1 N 0.3923(5) 0.3167(3) 0.6842(3) 0.0247(9) Uani 1 1 d . U . . .
N3 N 0.0779(5) 0.7559(4) 0.5025(3) 0.0299(10) Uani 1 1 d . U . . .
C5 C 0.2966(5) 0.6668(4) 0.7893(4) 0.0202(9) Uani 1 1 d . U . . .
C13 C 0.3973(5) 0.5032(4) 0.6653(4) 0.0208(10) Uani 1 1 d . U . . .
H13 H 0.4600 0.5081 0.6004 0.025 Uiso 1 1 calc R . . . .
C12 C 0.3026(5) 0.6207(4) 0.7014(4) 0.0194(9) Uani 1 1 d . U . . .
C4 C 0.3884(5) 0.6054(4) 0.8616(4) 0.0201(10) Uani 1 1 d . U . . .
H4 H 0.3363 0.6295 0.9309 0.024 Uiso 1 1 calc R . . . .
C21 C 0.5329(5) 0.7382(4) 0.8207(4) 0.0236(10) Uani 1 1 d . U . . .
C11 C 0.1155(5) 0.7897(4) 0.7187(4) 0.0214(10) Uani 1 1 d . U . . .
C14 C 0.3149(5) 0.4236(4) 0.6532(4) 0.0221(10) Uani 1 1 d . U . . .
C6 C 0.1775(5) 0.7737(4) 0.8028(4) 0.0212(10) Uani 1 1 d . U . . .
C3 C 0.4243(6) 0.4776(4) 0.8467(4) 0.0232(10) Uani 1 1 d . U . . .
H3A H 0.3350 0.4586 0.8657 0.028 Uiso 1 1 calc R . . . .
H3B H 0.4912 0.4357 0.8904 0.028 Uiso 1 1 calc R . . . .
C1 C 0.5075(6) 0.3180(4) 0.7257(4) 0.0248(10) Uani 1 1 d . U . . .
C7 C 0.1137(6) 0.8522(4) 0.8818(4) 0.0267(11) Uani 1 1 d . U . . .
H7 H 0.1529 0.8428 0.9402 0.032 Uiso 1 1 calc R . . . .
C26 C 0.5950(6) 0.7581(5) 0.7244(4) 0.0279(11) Uani 1 1 d . U . . .
C15 C 0.3506(5) 0.2186(4) 0.6822(4) 0.0242(10) Uani 1 1 d . U . . .
C22 C 0.4936(6) 0.8280(5) 0.8892(4) 0.0286(11) Uani 1 1 d . U . . .
C10 C -0.0059(6) 0.8809(4) 0.7091(4) 0.0266(11) Uani 1 1 d . U . . .
H10 H -0.0464 0.8901 0.6513 0.032 Uiso 1 1 calc R . . . .
C2 C 0.4934(5) 0.4399(4) 0.7390(4) 0.0220(10) Uani 1 1 d . U . . .
H2 H 0.5901 0.4492 0.7213 0.026 Uiso 1 1 calc R . . . .
C9 C -0.0661(6) 0.9583(5) 0.7883(4) 0.0319(12) Uani 1 1 d . U . . .
H9 H -0.1490 1.0227 0.7843 0.038 Uiso 1 1 calc R . . . .
C20 C 0.3817(6) 0.1556(4) 0.5962(4) 0.0305(12) Uani 1 1 d . U . . .
H20 H 0.4325 0.1764 0.5369 0.037 Uiso 1 1 calc R . . . .
C8 C -0.0073(6) 0.9434(5) 0.8730(4) 0.0290(11) Uani 1 1 d . U . . .
H8 H -0.0516 0.9974 0.9261 0.035 Uiso 1 1 calc R . . . .
C23 C 0.5180(7) 0.9300(5) 0.8630(5) 0.0377(13) Uani 1 1 d . U . . .
H23 H 0.4911 0.9893 0.9112 0.045 Uiso 1 1 calc R . . . .
C25 C 0.6185(6) 0.8601(5) 0.6981(5) 0.0358(13) Uani 1 1 d . U . . .
H25 H 0.6605 0.8708 0.6320 0.043 Uiso 1 1 calc R . . . .
C16 C 0.2777(6) 0.1880(5) 0.7686(5) 0.0358(13) Uani 1 1 d . U . . .
H16 H 0.2566 0.2316 0.8278 0.043 Uiso 1 1 calc R . . . .
C18 C 0.2639(6) 0.0317(5) 0.6833(5) 0.0368(13) Uani 1 1 d . U . . .
H18 H 0.2328 -0.0320 0.6833 0.044 Uiso 1 1 calc R . . . .
C19 C 0.3382(6) 0.0616(5) 0.5968(5) 0.0352(13) Uani 1 1 d . U . . .
H19 H 0.3593 0.0176 0.5378 0.042 Uiso 1 1 calc R . . . .
C24 C 0.5807(7) 0.9447(5) 0.7680(5) 0.0387(13) Uani 1 1 d . U . . .
H24 H 0.5979 1.0139 0.7507 0.046 Uiso 1 1 calc R . . . .
C27 C 0.0208(7) 0.6635(6) 0.4971(5) 0.0471(16) Uani 1 1 d . U . . .
H27A H 0.0685 0.6195 0.4354 0.071 Uiso 1 1 calc GR . . . .
H27B H -0.0832 0.6957 0.4989 0.071 Uiso 1 1 calc GR . . . .
H27C H 0.0388 0.6136 0.5535 0.071 Uiso 1 1 calc GR . . . .
C17 C 0.2355(7) 0.0937(5) 0.7687(5) 0.0408(14) Uani 1 1 d . U . . .
H17 H 0.1865 0.0719 0.8282 0.049 Uiso 1 1 calc R . . . .
C31 C 0.9231(8) 0.4129(6) 0.8013(6) 0.0568(18) Uani 1 1 d . U . . .
H31A H 1.0292 0.3861 0.7799 0.068 Uiso 1 1 calc R . . . .
H31B H 0.8793 0.4446 0.7433 0.068 Uiso 1 1 calc R . . . .
C28 C 0.0525(8) 0.8430(7) 0.4258(6) 0.060(2) Uani 1 1 d . U . . .
H28A H 0.0824 0.9057 0.4421 0.090 Uiso 1 1 calc GR . . . .
H28B H -0.0503 0.8720 0.4230 0.090 Uiso 1 1 calc GR . . . .
H28C H 0.1085 0.8090 0.3614 0.090 Uiso 1 1 calc GR . . . .
C30 C 0.9273(8) 0.5929(7) 0.8511(7) 0.061(2) Uani 1 1 d . U . . .
H30A H 0.8840 0.6336 0.7955 0.074 Uiso 1 1 calc R . . . .
H30B H 1.0334 0.5658 0.8298 0.074 Uiso 1 1 calc R . . . .
C32 C 0.8756(8) 0.3168(6) 0.8407(6) 0.0554(18) Uani 1 1 d . U . . .
H32A H 0.9086 0.2560 0.7901 0.083 Uiso 1 1 calc GR . . . .
H32B H 0.7701 0.3432 0.8587 0.083 Uiso 1 1 calc GR . . . .
H32C H 0.9165 0.2877 0.8995 0.083 Uiso 1 1 calc GR . . . .
C29 C 0.8831(9) 0.6708(7) 0.9388(7) 0.068(2) Uani 1 1 d . U . . .
H29A H 0.9071 0.7396 0.9201 0.102 Uiso 1 1 calc GR . . . .
H29B H 0.9342 0.6325 0.9911 0.102 Uiso 1 1 calc GR . . . .
H29C H 0.7790 0.6917 0.9630 0.102 Uiso 1 1 calc GR . . . .
H5 H 0.672(7) 0.555(5) 0.910(5) 0.027(16) Uiso 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br2 0.0377(3) 0.0439(3) 0.0244(3) 0.0040(2) -0.0004(2) -0.0169(3)
Br1 0.0483(4) 0.0312(3) 0.0300(3) -0.0079(2) -0.0115(3) -0.0141(3)
S1 0.0220(6) 0.0278(6) 0.0190(6) 0.0020(5) -0.0046(5) -0.0081(5)
O5 0.026(2) 0.0300(19) 0.0185(18) 0.0028(14) -0.0084(15) -0.0107(16)
O3 0.031(2) 0.0339(19) 0.0175(19) -0.0028(15) -0.0045(15) -0.0017(15)
O2 0.0263(18) 0.0283(19) 0.035(2) 0.0000(16) -0.0117(16) -0.0106(15)
O1 0.035(2) 0.0247(18) 0.033(2) 0.0016(15) -0.0135(17) -0.0058(15)
O4 0.045(2) 0.042(2) 0.033(2) 0.0091(17) -0.0078(19) -0.0254(19)
O6 0.032(2) 0.053(2) 0.041(3) 0.0060(19) -0.0077(19) -0.0186(19)
N2 0.022(2) 0.0220(19) 0.0165(19) -0.0018(15) -0.0033(15) -0.0074(16)
N4 0.026(2) 0.028(2) 0.017(2) 0.0028(16) -0.0094(16) -0.0131(17)
N1 0.028(2) 0.0191(19) 0.031(2) 0.0003(16) -0.0122(18) -0.0090(16)
N3 0.025(2) 0.035(2) 0.028(2) 0.0017(19) -0.0117(18) -0.0051(18)
C5 0.022(2) 0.023(2) 0.019(2) -0.0001(17) -0.0041(18) -0.0126(18)
C13 0.024(2) 0.023(2) 0.017(2) -0.0012(17) -0.0043(18) -0.0090(18)
C12 0.020(2) 0.023(2) 0.017(2) 0.0016(17) -0.0040(17) -0.0109(17)
C4 0.023(2) 0.025(2) 0.016(2) 0.0010(18) -0.0048(18) -0.0130(18)
C21 0.023(2) 0.028(2) 0.025(2) 0.0053(18) -0.0111(19) -0.0131(19)
C11 0.023(2) 0.023(2) 0.022(2) -0.0034(17) -0.0013(18) -0.0123(18)
C14 0.029(2) 0.019(2) 0.019(2) -0.0047(18) -0.0048(19) -0.0081(18)
C6 0.021(2) 0.024(2) 0.021(2) -0.0004(17) -0.0009(18) -0.0133(18)
C3 0.026(3) 0.026(2) 0.020(2) -0.0011(18) -0.004(2) -0.012(2)
C1 0.026(2) 0.026(2) 0.024(3) -0.0017(19) -0.007(2) -0.0088(19)
C7 0.032(3) 0.030(2) 0.021(3) -0.0051(19) -0.001(2) -0.017(2)
C26 0.026(3) 0.036(3) 0.026(3) 0.006(2) -0.009(2) -0.014(2)
C15 0.024(2) 0.020(2) 0.032(3) 0.0016(18) -0.011(2) -0.0086(19)
C22 0.030(3) 0.032(3) 0.031(3) 0.004(2) -0.019(2) -0.013(2)
C10 0.026(2) 0.023(2) 0.030(3) -0.0023(19) -0.005(2) -0.0072(19)
C2 0.023(2) 0.025(2) 0.019(2) -0.0007(18) -0.0050(19) -0.0088(18)
C9 0.028(3) 0.026(3) 0.040(3) -0.007(2) -0.004(2) -0.006(2)
C20 0.040(3) 0.025(2) 0.032(3) 0.003(2) -0.014(2) -0.014(2)
C8 0.029(3) 0.029(3) 0.028(3) -0.011(2) 0.002(2) -0.011(2)
C23 0.048(3) 0.031(3) 0.046(3) 0.005(2) -0.026(3) -0.020(2)
C25 0.032(3) 0.040(3) 0.042(3) 0.018(2) -0.015(2) -0.019(2)
C16 0.036(3) 0.031(3) 0.039(3) 0.000(2) 0.000(2) -0.012(2)
C18 0.034(3) 0.024(3) 0.058(3) 0.009(2) -0.018(3) -0.014(2)
C19 0.042(3) 0.027(3) 0.045(3) 0.001(2) -0.020(3) -0.014(2)
C24 0.039(3) 0.034(3) 0.052(3) 0.014(2) -0.022(3) -0.017(2)
C27 0.042(4) 0.059(4) 0.051(4) -0.001(3) -0.023(3) -0.024(3)
C17 0.042(3) 0.036(3) 0.047(3) 0.008(2) -0.003(3) -0.020(3)
C31 0.053(4) 0.060(4) 0.044(4) -0.001(3) 0.004(3) -0.008(3)
C28 0.055(4) 0.069(5) 0.056(5) 0.029(4) -0.031(4) -0.014(4)
C30 0.042(4) 0.061(4) 0.088(6) 0.023(3) -0.018(4) -0.025(3)
C32 0.046(4) 0.059(4) 0.057(5) -0.014(3) -0.006(3) -0.012(3)
C29 0.056(5) 0.064(5) 0.102(6) 0.012(4) -0.028(4) -0.037(4)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br2 C26 1.893(6) . ?
Br1 C22 1.892(6) . ?
S1 O3 1.420(4) . ?
S1 O4 1.424(4) . ?
S1 N2 1.685(4) . ?
S1 N3 1.612(4) . ?
O5 N4 1.442(5) . ?
O5 H5 0.81(6) . ?
O2 C14 1.204(6) . ?
O1 C1 1.211(6) . ?
O6 C31 1.429(8) . ?
O6 C30 1.424(8) . ?
N2 C12 1.426(6) . ?
N2 C11 1.423(6) . ?
N4 C4 1.500(6) . ?
N4 C21 1.437(6) . ?
N1 C14 1.395(6) . ?
N1 C1 1.395(6) . ?
N1 C15 1.428(6) . ?
N3 C27 1.466(8) . ?
N3 C28 1.476(8) . ?
C5 C12 1.348(7) . ?
C5 C4 1.499(7) . ?
C5 C6 1.449(7) . ?
C13 H13 1.0000 . ?
C13 C12 1.497(7) . ?
C13 C14 1.530(7) . ?
C13 C2 1.545(7) . ?
C4 H4 1.0000 . ?
C4 C3 1.527(7) . ?
C21 C26 1.401(7) . ?
C21 C22 1.400(7) . ?
C11 C6 1.396(7) . ?
C11 C10 1.382(7) . ?
C6 C7 1.398(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.531(7) . ?
C1 C2 1.498(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.377(8) . ?
C26 C25 1.395(8) . ?
C15 C20 1.377(8) . ?
C15 C16 1.381(8) . ?
C22 C23 1.398(8) . ?
C10 H10 0.9500 . ?
C10 C9 1.390(7) . ?
C2 H2 1.0000 . ?
C9 H9 0.9500 . ?
C9 C8 1.388(8) . ?
C20 H20 0.9500 . ?
C20 C19 1.387(8) . ?
C8 H8 0.9500 . ?
C23 H23 0.9500 . ?
C23 C24 1.370(9) . ?
C25 H25 0.9500 . ?
C25 C24 1.367(9) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(8) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(9) . ?
C18 C17 1.367(9) . ?
C19 H19 0.9500 . ?
C24 H24 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C17 H17 0.9500 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.482(11) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C29 1.487(12) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S1 O4 118.7(3) . . ?
O3 S1 N2 105.8(2) . . ?
O3 S1 N3 112.5(2) . . ?
O4 S1 N2 109.1(2) . . ?
O4 S1 N3 108.2(3) . . ?
N3 S1 N2 100.9(2) . . ?
N4 O5 H5 103(4) . . ?
C30 O6 C31 114.5(6) . . ?
C12 N2 S1 119.7(3) . . ?
C11 N2 S1 117.8(3) . . ?
C11 N2 C12 106.7(4) . . ?
O5 N4 C4 104.5(4) . . ?
C21 N4 O5 108.7(3) . . ?
C21 N4 C4 119.3(4) . . ?
C14 N1 C1 112.7(4) . . ?
C14 N1 C15 123.7(4) . . ?
C1 N1 C15 123.4(4) . . ?
C27 N3 S1 116.1(4) . . ?
C27 N3 C28 116.6(5) . . ?
C28 N3 S1 114.9(4) . . ?
C12 C5 C4 123.0(4) . . ?
C12 C5 C6 107.8(4) . . ?
C6 C5 C4 128.8(4) . . ?
C12 C13 H13 109.1 . . ?
C12 C13 C14 114.1(4) . . ?
C12 C13 C2 112.4(4) . . ?
C14 C13 H13 109.1 . . ?
C14 C13 C2 102.9(4) . . ?
C2 C13 H13 109.1 . . ?
N2 C12 C13 124.7(4) . . ?
C5 C12 N2 110.0(4) . . ?
C5 C12 C13 124.9(4) . . ?
N4 C4 H4 110.3 . . ?
N4 C4 C3 106.1(4) . . ?
C5 C4 N4 111.3(4) . . ?
C5 C4 H4 110.3 . . ?
C5 C4 C3 108.4(4) . . ?
C3 C4 H4 110.3 . . ?
C26 C21 N4 117.5(5) . . ?
C22 C21 N4 126.3(5) . . ?
C22 C21 C26 115.8(5) . . ?
C6 C11 N2 107.9(4) . . ?
C10 C11 N2 129.0(5) . . ?
C10 C11 C6 123.0(5) . . ?
O2 C14 N1 124.1(4) . . ?
O2 C14 C13 128.9(4) . . ?
N1 C14 C13 107.0(4) . . ?
C11 C6 C5 107.7(4) . . ?
C11 C6 C7 119.0(5) . . ?
C7 C6 C5 133.1(5) . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
C4 C3 C2 111.4(4) . . ?
H3A C3 H3B 108.0 . . ?
C2 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
O1 C1 N1 124.4(5) . . ?
O1 C1 C2 127.7(5) . . ?
N1 C1 C2 107.7(4) . . ?
C6 C7 H7 120.8 . . ?
C8 C7 C6 118.5(5) . . ?
C8 C7 H7 120.8 . . ?
C21 C26 Br2 120.1(4) . . ?
C25 C26 Br2 117.4(4) . . ?
C25 C26 C21 122.4(5) . . ?
C20 C15 N1 121.1(5) . . ?
C20 C15 C16 120.3(5) . . ?
C16 C15 N1 118.6(5) . . ?
C21 C22 Br1 122.1(4) . . ?
C23 C22 Br1 116.1(4) . . ?
C23 C22 C21 121.7(5) . . ?
C11 C10 H10 121.6 . . ?
C11 C10 C9 116.7(5) . . ?
C9 C10 H10 121.6 . . ?
C13 C2 H2 110.4 . . ?
C3 C2 C13 112.8(4) . . ?
C3 C2 H2 110.4 . . ?
C1 C2 C13 103.6(4) . . ?
C1 C2 C3 109.0(4) . . ?
C1 C2 H2 110.4 . . ?
C10 C9 H9 119.4 . . ?
C8 C9 C10 121.3(5) . . ?
C8 C9 H9 119.4 . . ?
C15 C20 H20 120.3 . . ?
C15 C20 C19 119.5(6) . . ?
C19 C20 H20 120.3 . . ?
C7 C8 C9 121.5(5) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.2(6) . . ?
C24 C23 H23 119.9 . . ?
C26 C25 H25 120.2 . . ?
C24 C25 C26 119.6(6) . . ?
C24 C25 H25 120.2 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.8(6) . . ?
C17 C16 H16 120.1 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.1(5) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 C20 120.1(6) . . ?
C18 C19 H19 120.0 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(6) . . ?
C25 C24 H24 119.9 . . ?
N3 C27 H27A 109.5 . . ?
N3 C27 H27B 109.5 . . ?
N3 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.2(6) . . ?
C18 C17 H17 119.9 . . ?
O6 C31 H31A 109.9 . . ?
O6 C31 H31B 109.9 . . ?
O6 C31 C32 108.8(6) . . ?
H31A C31 H31B 108.3 . . ?
C32 C31 H31A 109.9 . . ?
C32 C31 H31B 109.9 . . ?
N3 C28 H28A 109.5 . . ?
N3 C28 H28B 109.5 . . ?
N3 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O6 C30 H30A 110.0 . . ?
O6 C30 H30B 110.0 . . ?
O6 C30 C29 108.6(7) . . ?
H30A C30 H30B 108.4 . . ?
C29 C30 H30A 110.0 . . ?
C29 C30 H30B 110.0 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
C30 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br2 C26 C25 C24 -177.9(4) . . . . ?
Br1 C22 C23 C24 178.4(4) . . . . ?
S1 N2 C12 C5 135.5(4) . . . . ?
S1 N2 C12 C13 -51.5(6) . . . . ?
S1 N2 C11 C6 -137.1(4) . . . . ?
S1 N2 C11 C10 46.7(7) . . . . ?
O5 N4 C4 C5 165.1(4) . . . . ?
O5 N4 C4 C3 -77.1(4) . . . . ?
O5 N4 C21 C26 129.5(4) . . . . ?
O5 N4 C21 C22 -43.1(6) . . . . ?
O3 S1 N2 C12 38.6(4) . . . . ?
O3 S1 N2 C11 171.0(3) . . . . ?
O3 S1 N3 C27 39.3(5) . . . . ?
O3 S1 N3 C28 -101.7(5) . . . . ?
O1 C1 C2 C13 162.9(5) . . . . ?
O1 C1 C2 C3 -76.7(7) . . . . ?
O4 S1 N2 C12 -90.2(4) . . . . ?
O4 S1 N2 C11 42.2(4) . . . . ?
O4 S1 N3 C27 172.4(4) . . . . ?
O4 S1 N3 C28 31.4(5) . . . . ?
N2 S1 N3 C27 -73.1(5) . . . . ?
N2 S1 N3 C28 145.9(5) . . . . ?
N2 C11 C6 C5 0.1(5) . . . . ?
N2 C11 C6 C7 -175.7(4) . . . . ?
N2 C11 C10 C9 175.7(5) . . . . ?
N4 C4 C3 C2 -65.1(5) . . . . ?
N4 C21 C26 Br2 5.5(6) . . . . ?
N4 C21 C26 C25 -172.5(5) . . . . ?
N4 C21 C22 Br1 -6.2(7) . . . . ?
N4 C21 C22 C23 171.5(5) . . . . ?
N1 C1 C2 C13 -21.4(5) . . . . ?
N1 C1 C2 C3 98.9(5) . . . . ?
N1 C15 C20 C19 -179.3(5) . . . . ?
N1 C15 C16 C17 179.7(5) . . . . ?
N3 S1 N2 C12 156.0(4) . . . . ?
N3 S1 N2 C11 -71.6(4) . . . . ?
C5 C4 C3 C2 54.6(5) . . . . ?
C5 C6 C7 C8 -175.3(5) . . . . ?
C12 N2 C11 C6 0.9(5) . . . . ?
C12 N2 C11 C10 -175.3(5) . . . . ?
C12 C5 C4 N4 88.6(5) . . . . ?
C12 C5 C4 C3 -27.8(6) . . . . ?
C12 C5 C6 C11 -1.1(5) . . . . ?
C12 C5 C6 C7 173.8(5) . . . . ?
C12 C13 C14 O2 39.6(7) . . . . ?
C12 C13 C14 N1 -141.4(4) . . . . ?
C12 C13 C2 C3 29.7(6) . . . . ?
C12 C13 C2 C1 147.4(4) . . . . ?
C4 N4 C21 C26 -110.9(5) . . . . ?
C4 N4 C21 C22 76.5(6) . . . . ?
C4 C5 C12 N2 174.5(4) . . . . ?
C4 C5 C12 C13 1.5(8) . . . . ?
C4 C5 C6 C11 -173.4(5) . . . . ?
C4 C5 C6 C7 1.5(9) . . . . ?
C4 C3 C2 C13 -57.8(5) . . . . ?
C4 C3 C2 C1 -172.3(4) . . . . ?
C21 N4 C4 C5 43.4(6) . . . . ?
C21 N4 C4 C3 161.2(4) . . . . ?
C21 C26 C25 C24 0.2(8) . . . . ?
C21 C22 C23 C24 0.6(8) . . . . ?
C11 N2 C12 C5 -1.6(5) . . . . ?
C11 N2 C12 C13 171.4(4) . . . . ?
C11 C6 C7 C8 -0.8(7) . . . . ?
C11 C10 C9 C8 -0.8(8) . . . . ?
C14 N1 C1 O1 -174.5(5) . . . . ?
C14 N1 C1 C2 9.7(6) . . . . ?
C14 N1 C15 C20 81.2(7) . . . . ?
C14 N1 C15 C16 -98.6(6) . . . . ?
C14 C13 C12 N2 -57.3(6) . . . . ?
C14 C13 C12 C5 114.7(5) . . . . ?
C14 C13 C2 C3 -93.5(5) . . . . ?
C14 C13 C2 C1 24.2(5) . . . . ?
C6 C5 C12 N2 1.7(5) . . . . ?
C6 C5 C12 C13 -171.4(4) . . . . ?
C6 C5 C4 N4 -100.2(6) . . . . ?
C6 C5 C4 C3 143.5(5) . . . . ?
C6 C11 C10 C9 0.0(8) . . . . ?
C6 C7 C8 C9 0.1(8) . . . . ?
C1 N1 C14 O2 -174.3(5) . . . . ?
C1 N1 C14 C13 6.7(6) . . . . ?
C1 N1 C15 C20 -104.9(6) . . . . ?
C1 N1 C15 C16 75.3(7) . . . . ?
C26 C21 C22 Br1 -179.0(4) . . . . ?
C26 C21 C22 C23 -1.3(7) . . . . ?
C26 C25 C24 C23 -1.0(9) . . . . ?
C15 N1 C14 O2 0.2(8) . . . . ?
C15 N1 C14 C13 -178.8(5) . . . . ?
C15 N1 C1 O1 11.0(8) . . . . ?
C15 N1 C1 C2 -164.8(5) . . . . ?
C15 C20 C19 C18 0.1(8) . . . . ?
C15 C16 C17 C18 -0.9(9) . . . . ?
C22 C21 C26 Br2 178.9(4) . . . . ?
C22 C21 C26 C25 0.9(8) . . . . ?
C22 C23 C24 C25 0.6(9) . . . . ?
C10 C11 C6 C5 176.5(5) . . . . ?
C10 C11 C6 C7 0.8(7) . . . . ?
C10 C9 C8 C7 0.7(9) . . . . ?
C2 C13 C12 N2 -174.0(4) . . . . ?
C2 C13 C12 C5 -2.0(7) . . . . ?
C2 C13 C14 O2 161.6(5) . . . . ?
C2 C13 C14 N1 -19.4(5) . . . . ?
C20 C15 C16 C17 -0.1(9) . . . . ?
C16 C15 C20 C19 0.5(8) . . . . ?
C19 C18 C17 C16 1.5(9) . . . . ?
C17 C18 C19 C20 -1.1(9) . . . . ?
C31 O6 C30 C29 -176.0(6) . . . . ?
C30 O6 C31 C32 175.8(6) . . . . ?
_shelx_res_file
;
TITL mjh69_a.res in P-1
REM Old TITL mjh69 in P1 #1
REM SHELXT solution in P-1
REM R1 0.132, Rweak 0.009, Alpha 0.059, Orientation as input
REM Formula found by SHELXT: C33 O5 S Br2 N5
CELL 0.71073 10.062709 12.506443 13.785759 87.3213 78.6047 70.0296
ZERR 2 0.001149 0.001695 0.001562 0.0101 0.0096 0.0113
LATT 1
SFAC C H O S Br N
UNIT 64 68 12 2 4 8
RIGU
L.S. 4
PLAN 10
TEMP -123.15(10)
BOND $H
LIST 4
MORE -1
CONF
fmap 2
acta
REM
REM
REM
WGHT 0.066200 7.538600
FVAR 4.28784
BR2 5 0.655887 0.642576 0.625090 11.00000 0.03772 0.04386 =
0.02439 0.00398 -0.00037 -0.01693
BR1 5 0.411106 0.816779 1.023360 11.00000 0.04832 0.03119 =
0.03002 -0.00794 -0.01151 -0.01413
S1 4 0.234405 0.720065 0.531911 11.00000 0.02199 0.02779 =
0.01902 0.00203 -0.00459 -0.00811
O5 3 0.587617 0.588178 0.930666 11.00000 0.02636 0.02997 =
0.01846 0.00284 -0.00838 -0.01066
O3 3 0.330116 0.614710 0.487344 11.00000 0.03065 0.03392 =
0.01750 -0.00280 -0.00448 -0.00170
O2 3 0.205372 0.444111 0.621916 11.00000 0.02630 0.02827 =
0.03496 -0.00004 -0.01167 -0.01065
O1 3 0.595665 0.234068 0.751308 11.00000 0.03465 0.02472 =
0.03336 0.00158 -0.01352 -0.00577
O4 3 0.280295 0.816555 0.520714 11.00000 0.04461 0.04184 =
0.03293 0.00914 -0.00778 -0.02544
O6 3 0.879337 0.498769 0.877246 11.00000 0.03163 0.05316 =
0.04123 0.00599 -0.00774 -0.01856
N2 6 0.193720 0.694727 0.653362 11.00000 0.02184 0.02204 =
0.01653 -0.00183 -0.00331 -0.00740
N4 6 0.529974 0.625331 0.842257 11.00000 0.02561 0.02759 =
0.01681 0.00279 -0.00939 -0.01307
N1 6 0.392346 0.316655 0.684170 11.00000 0.02763 0.01912 =
0.03097 0.00028 -0.01216 -0.00904
N3 6 0.077910 0.755886 0.502510 11.00000 0.02515 0.03540 =
0.02776 0.00175 -0.01170 -0.00511
C5 1 0.296578 0.666811 0.789302 11.00000 0.02214 0.02294 =
0.01948 -0.00005 -0.00414 -0.01260
C13 1 0.397255 0.503221 0.665267 11.00000 0.02379 0.02313 =
0.01669 -0.00122 -0.00435 -0.00896
AFIX 13
H13 2 0.459993 0.508120 0.600410 11.00000 -1.20000
AFIX 0
C12 1 0.302635 0.620719 0.701419 11.00000 0.02033 0.02325 =
0.01747 0.00165 -0.00399 -0.01093
C4 1 0.388436 0.605355 0.861620 11.00000 0.02306 0.02501 =
0.01647 0.00103 -0.00479 -0.01297
AFIX 13
H4 2 0.336337 0.629513 0.930932 11.00000 -1.20000
AFIX 0
C21 1 0.532864 0.738164 0.820738 11.00000 0.02279 0.02839 =
0.02549 0.00526 -0.01107 -0.01308
C11 1 0.115542 0.789743 0.718739 11.00000 0.02275 0.02255 =
0.02165 -0.00337 -0.00127 -0.01225
C14 1 0.314922 0.423592 0.653155 11.00000 0.02869 0.01903 =
0.01929 -0.00475 -0.00485 -0.00808
C6 1 0.177506 0.773722 0.802772 11.00000 0.02135 0.02441 =
0.02073 -0.00037 -0.00086 -0.01327
C3 1 0.424288 0.477640 0.846724 11.00000 0.02630 0.02570 =
0.01989 -0.00115 -0.00400 -0.01185
AFIX 23
H3A 2 0.334955 0.458637 0.865658 11.00000 -1.20000
H3B 2 0.491212 0.435710 0.890378 11.00000 -1.20000
AFIX 0
C1 1 0.507454 0.318025 0.725731 11.00000 0.02632 0.02572 =
0.02365 -0.00173 -0.00720 -0.00881
C7 1 0.113680 0.852212 0.881779 11.00000 0.03224 0.03002 =
0.02130 -0.00512 -0.00083 -0.01651
AFIX 43
H7 2 0.152902 0.842802 0.940168 11.00000 -1.20000
AFIX 0
C26 1 0.594956 0.758052 0.724388 11.00000 0.02571 0.03642 =
0.02581 0.00620 -0.00896 -0.01446
C15 1 0.350585 0.218623 0.682197 11.00000 0.02443 0.01990 =
0.03156 0.00156 -0.01111 -0.00855
C22 1 0.493649 0.828024 0.889207 11.00000 0.03042 0.03229 =
0.03063 0.00354 -0.01860 -0.01340
C10 1 -0.005928 0.880879 0.709116 11.00000 0.02580 0.02300 =
0.03018 -0.00234 -0.00516 -0.00718
AFIX 43
H10 2 -0.046364 0.890149 0.651262 11.00000 -1.20000
AFIX 0
C2 1 0.493449 0.439877 0.739031 11.00000 0.02332 0.02526 =
0.01852 -0.00074 -0.00504 -0.00881
AFIX 13
H2 2 0.590081 0.449225 0.721299 11.00000 -1.20000
AFIX 0
C9 1 -0.066056 0.958335 0.788254 11.00000 0.02753 0.02605 =
0.03970 -0.00724 -0.00413 -0.00616
AFIX 43
H9 2 -0.148966 1.022711 0.784255 11.00000 -1.20000
AFIX 0
C20 1 0.381660 0.155622 0.596212 11.00000 0.03986 0.02541 =
0.03159 0.00304 -0.01430 -0.01395
AFIX 43
H20 2 0.432496 0.176399 0.536948 11.00000 -1.20000
AFIX 0
C8 1 -0.007319 0.943447 0.872992 11.00000 0.02926 0.02926 =
0.02762 -0.01080 0.00193 -0.01141
AFIX 43
H8 2 -0.051596 0.997419 0.926126 11.00000 -1.20000
AFIX 0
C23 1 0.518031 0.930016 0.862995 11.00000 0.04813 0.03106 =
0.04561 0.00534 -0.02574 -0.01959
AFIX 43
H23 2 0.491062 0.989310 0.911199 11.00000 -1.20000
AFIX 0
C25 1 0.618461 0.860140 0.698104 11.00000 0.03205 0.03993 =
0.04241 0.01807 -0.01510 -0.01901
AFIX 43
H25 2 0.660488 0.870808 0.631977 11.00000 -1.20000
AFIX 0
C16 1 0.277676 0.188036 0.768601 11.00000 0.03584 0.03050 =
0.03885 -0.00003 -0.00038 -0.01199
AFIX 43
H16 2 0.256568 0.231625 0.827808 11.00000 -1.20000
AFIX 0
C18 1 0.263942 0.031673 0.683267 11.00000 0.03365 0.02430 =
0.05843 0.00897 -0.01755 -0.01380
AFIX 43
H18 2 0.232778 -0.031977 0.683278 11.00000 -1.20000
AFIX 0
C19 1 0.338153 0.061574 0.596798 11.00000 0.04164 0.02658 =
0.04461 0.00075 -0.02041 -0.01410
AFIX 43
H19 2 0.359320 0.017643 0.537783 11.00000 -1.20000
AFIX 0
C24 1 0.580679 0.944748 0.768039 11.00000 0.03901 0.03351 =
0.05191 0.01428 -0.02236 -0.01716
AFIX 43
H24 2 0.597926 1.013925 0.750721 11.00000 -1.20000
AFIX 0
C27 1 0.020800 0.663526 0.497126 11.00000 0.04222 0.05937 =
0.05113 -0.00136 -0.02287 -0.02385
AFIX 137
H27A 2 0.068546 0.619521 0.435355 11.00000 -1.50000
H27B 2 -0.083169 0.695672 0.498876 11.00000 -1.50000
H27C 2 0.038838 0.613632 0.553549 11.00000 -1.50000
AFIX 0
C17 1 0.235454 0.093654 0.768652 11.00000 0.04150 0.03551 =
0.04746 0.00797 -0.00268 -0.01985
AFIX 43
H17 2 0.186502 0.071874 0.828241 11.00000 -1.20000
AFIX 0
C31 1 0.923052 0.412939 0.801293 11.00000 0.05277 0.05981 =
0.04359 -0.00070 0.00426 -0.00841
AFIX 23
H31A 2 1.029177 0.386086 0.779867 11.00000 -1.20000
H31B 2 0.879286 0.444553 0.743299 11.00000 -1.20000
AFIX 0
C28 1 0.052501 0.842977 0.425815 11.00000 0.05507 0.06939 =
0.05633 0.02904 -0.03104 -0.01403
AFIX 137
H28A 2 0.082364 0.905709 0.442100 11.00000 -1.50000
H28B 2 -0.050252 0.872000 0.423022 11.00000 -1.50000
H28C 2 0.108520 0.809045 0.361401 11.00000 -1.50000
AFIX 0
C30 1 0.927254 0.592900 0.851062 11.00000 0.04163 0.06090 =
0.08849 0.02328 -0.01836 -0.02549
AFIX 23
H30A 2 0.883980 0.633573 0.795458 11.00000 -1.20000
H30B 2 1.033413 0.565834 0.829836 11.00000 -1.20000
AFIX 0
C32 1 0.875561 0.316826 0.840742 11.00000 0.04576 0.05888 =
0.05698 -0.01380 -0.00574 -0.01243
AFIX 137
H32A 2 0.908614 0.256050 0.790129 11.00000 -1.50000
H32B 2 0.770133 0.343177 0.858687 11.00000 -1.50000
H32C 2 0.916542 0.287713 0.899491 11.00000 -1.50000
AFIX 0
C29 1 0.883118 0.670808 0.938770 11.00000 0.05561 0.06437 =
0.10193 0.01171 -0.02810 -0.03726
AFIX 137
H29A 2 0.907050 0.739575 0.920052 11.00000 -1.50000
H29B 2 0.934222 0.632472 0.991090 11.00000 -1.50000
H29C 2 0.778992 0.691727 0.962974 11.00000 -1.50000
AFIX 0
H5 2 0.672257 0.554916 0.909549 11.00000 0.02692
HKLF 4
REM mjh69_a.res in P-1
REM R1 = 0.0604 for 4915 Fo > 4sig(Fo) and 0.0755 for all 6056 data
REM 414 parameters refined using 366 restraints
END
WGHT 0.0662 7.5386
REM Highest difference peak 3.753, deepest hole -0.917, 1-sigma level 0.122
Q1 1 0.6722 1.0233 0.6676 11.00000 0.05 3.75
Q2 1 0.6801 0.5690 0.6111 11.00000 0.05 2.01
Q3 1 0.5025 0.7804 1.0117 11.00000 0.05 0.69
Q4 1 0.7728 0.5818 0.6293 11.00000 0.05 0.69
Q5 1 0.4119 0.8608 0.9725 11.00000 0.05 0.64
Q6 1 0.3737 0.8955 1.0357 11.00000 0.05 0.55
Q7 1 0.5993 0.6643 0.5468 11.00000 0.05 0.50
Q8 1 0.5400 0.6867 0.6224 11.00000 0.05 0.50
Q9 1 0.2954 0.8816 1.0279 11.00000 0.05 0.49
Q10 1 0.2534 0.7374 0.7950 11.00000 0.05 0.49
;
_shelx_res_checksum 41747
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 1 0 0.0885 -0.0002 1.0007 0.0008 0.0088 0.0374 -0.0466
-2 -1 0 0.3390 -2.0021 -0.9997 -0.0008 0.0752 0.0825 0.0913
2 1 0 0.3180 2.0021 0.9997 0.0008 -0.0752 -0.0825 -0.0913
0 0 -1 0.0786 0.0003 -0.0003 -1.0010 -0.0487 0.0184 0.0072
0 0 1 0.0696 -0.0003 0.0003 1.0010 0.0487 -0.0184 -0.0072
0 -1 0 0.0675 0.0002 -1.0007 -0.0008 -0.0088 -0.0374 0.0466
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_DIFMX01_mjh69
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*1.00
RESPONSE: There is a minor satellite crystal causing parasitic
diffraction - see refinement details for further information
;
_vrf_PLAT094_mjh69
;
PROBLEM: Ratio of Maximum / Minimum Residual Density .... 4.09 Report
RESPONSE: There is unresoved residual density due to parasitic diffractio
from a minor satellite crystal - see refinement details for further
information
;
_vrf_PLAT097_mjh69
;
PROBLEM: Large Reported Max. (Positive) Residual Density 3.75 eA-3
RESPONSE: There is unresoved residual density due to parasitic diffractio
from a minor satellite crystal - see refinement details for further
information
;
_vrf_PLAT971_mjh69
;
PROBLEM: Check Calcd Residual Density
RESPONSE: There is unresoved residual density due to parasitic diffractio
from a minor satellite crystal - see refinement details for further
information
;