# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2019
#######################################################################
#
# 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_amt_120k
_database_code_depnum_ccdc_archive 'CCDC 1835358'
loop_
_audit_author_name
_audit_author_address
'Paulo S. Carvalho Jr'
;Federal University of Mato Grosso do Sul
Brazil
;
_audit_update_record
;
2019-07-05 deposited with the CCDC. 2019-10-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT413_amt_120k
;
PROBLEM: Short Inter XH3 .. XHn H8AA ..H1B . 1.18 Ang.
RESPONSE: the extraordinarily close H...H contact (reported as Alert A in the validation), is the point of the paper. The molecule is packed forming hydrophobic regions along the structure.'
;
# Added during the CSD deposition process: Friday 05 July 2019 02:59 PM
# end Validation Reply Form
_audit_creation_date 2019-07-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2014/7
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety '2(C9 H17 N5 S)'
_chemical_formula_sum 'C18 H34 N10 S2'
_chemical_formula_weight 454.67
_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'
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/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 12.018(4)
_cell_length_b 22.054(6)
_cell_length_c 9.300(3)
_cell_angle_alpha 90
_cell_angle_beta 101.617(5)
_cell_angle_gamma 90
_cell_volume 2414.5(12)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 5225
_cell_measurement_temperature 296(2)
_cell_measurement_theta_max 23.61
_cell_measurement_theta_min 2.70
_shelx_estimated_absorpt_T_max 0.995
_shelx_estimated_absorpt_T_min 0.940
_exptl_absorpt_coefficient_mu 0.247
_exptl_absorpt_correction_T_max 1.0000
_exptl_absorpt_correction_T_min 0.7967
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1395 before and 0.0680 after correction. The Ratio of minimum to maximum transmission is 0.7967. The \l/2 correction factor is Not present.'
_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 1.251
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 976
_exptl_crystal_size_max 0.253
_exptl_crystal_size_mid 0.076
_exptl_crystal_size_min 0.021
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.1074
_diffrn_reflns_av_unetI/netI 0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max 15
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_k_max 27
_diffrn_reflns_limit_k_min -27
_diffrn_reflns_limit_l_max 11
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_number 50224
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 26.372
_diffrn_reflns_theta_min 2.900
_diffrn_ambient_temperature 296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3360
_reflns_number_total 4917
_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 ?
_computing_data_collection ?
_computing_data_reduction ?
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.632
_refine_diff_density_min -0.520
_refine_diff_density_rms 0.068
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.022
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 293
_refine_ls_number_reflns 4917
_refine_ls_number_restraints 17
_refine_ls_R_factor_all 0.0943
_refine_ls_R_factor_gt 0.0561
_refine_ls_restrained_S_all 1.025
_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^)+(0.0697P)^2^+2.7924P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1373
_refine_ls_wR_factor_ref 0.1604
_refine_special_details
;
'the extraordinarily close H...H contact (reported as Alert A in the validation), is the point of the paper.
The molecule is packed forming hydrophobic regions along the structure.'
;
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H,H,H) groups, All N(H) groups
At 1.5 times of:
All C(H,H,H) groups
2. Restrained distances
C4B-C1 \\sim C5B-C4B
with sigma of 0.02
3. Rigid bond restraints
C6A, C8A
with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
Uanis(C5AB) = Uanis(C5AA)
5. Rigid body (RIGU) restrains
C4A, C5AB
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
C1, C4B
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
C8A, C6A, C7A
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
Fixed Sof: H4BA(0.7) H4BB(0.7) H4BC(0.3) H4BD(0.3) H4AC(0.3) H4AD(0.3)
H4AA(0.7) H4AB(0.7) C5B(0.7) H5BA(0.7) H5BB(0.7) H5BC(0.7) C5AB(0.3) H5AA(0.3)
H5AB(0.3) H5AC(0.3) C1(0.3) H1A(0.3) H1B(0.3) H1C(0.3) C5AA(0.7) H5AD(0.7)
H5AE(0.7) H5AF(0.7)
7.a Ternary CH refined with riding coordinates:
C6B(H6B), C6A(H6A)
7.b Secondary CH2 refined with riding coordinates:
C4B(H4BA,H4BB), C4B(H4BC,H4BD), C4A(H4AC,H4AD), C4A(H4AA,H4AB)
7.c Aromatic/amide H refined with riding coordinates:
N4A(H4A), N4B(H4B), N2B(H2B), N2A(H2A)
7.d Idealised Me refined as rotating group:
C9B(H9BA,H9BB,H9BC), C7A(H7AA,H7AB,H7AC), C7B(H7BA,H7BB,H7BC), C8B(H8BA,H8BB,
H8BC), C9A(H9AA,H9AB,H9AC), C5B(H5BA,H5BB,H5BC), C8A(H8AA,H8AB,H8AC),
C5AB(H5AA,H5AB,H5AC), C1(H1A,H1B,H1C), C5AA(H5AD,H5AE,H5AF)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary dual
_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
S1B S 0.70806(6) 0.32021(4) 0.73099(8) 0.0346(2) Uani 1 1 d . . . . .
S1A S 0.12603(7) 0.26477(4) 0.26777(12) 0.0487(3) Uani 1 1 d . . . . .
N5A N 0.17239(19) 0.40777(11) 0.6078(3) 0.0263(5) Uani 1 1 d . . . . .
N3A N 0.04746(19) 0.34248(10) 0.4434(3) 0.0250(5) Uani 1 1 d . . . . .
N3B N 0.55582(19) 0.33961(11) 0.4834(3) 0.0265(5) Uani 1 1 d . . . . .
N4A N -0.0206(2) 0.40800(11) 0.5950(3) 0.0273(5) Uani 1 1 d . . . . .
H4A H -0.0865 0.3943 0.5550 0.033 Uiso 1 1 calc R . . . .
N1B N 0.75267(19) 0.34713(12) 0.4801(3) 0.0288(6) Uani 1 1 d . . . . .
N5B N 0.6160(2) 0.35885(12) 0.2558(3) 0.0293(6) Uani 1 1 d . . . . .
N4B N 0.42737(19) 0.35078(12) 0.2676(3) 0.0302(6) Uani 1 1 d . . . . .
H4B H 0.3769 0.3436 0.3191 0.036 Uiso 1 1 calc R . . . .
N1A N 0.24558(19) 0.34100(11) 0.4462(3) 0.0306(6) Uani 1 1 d . . . . .
N2B N 0.8078(2) 0.36824(13) 0.2643(3) 0.0355(6) Uani 1 1 d . . . . .
H2B H 0.8757 0.3702 0.3156 0.043 Uiso 1 1 calc R . . . .
N2A N 0.3613(2) 0.40624(12) 0.5985(3) 0.0363(7) Uani 1 1 d . . . . .
H2A H 0.4162 0.3902 0.5650 0.044 Uiso 1 1 calc R . . . .
C3A C 0.2566(2) 0.38469(13) 0.5503(3) 0.0263(6) Uani 1 1 d . . . . .
C2A C 0.0697(2) 0.38584(12) 0.5487(3) 0.0227(6) Uani 1 1 d . . . . .
C3B C 0.7220(2) 0.35803(14) 0.3342(3) 0.0297(7) Uani 1 1 d . . . . .
C1B C 0.6653(2) 0.33773(13) 0.5445(3) 0.0259(6) Uani 1 1 d . . . . .
C2B C 0.5364(2) 0.34984(13) 0.3354(3) 0.0269(6) Uani 1 1 d . . . . .
C1A C 0.1390(2) 0.32196(13) 0.4009(3) 0.0277(6) Uani 1 1 d . . . . .
C6B C 0.3887(3) 0.36322(15) 0.1119(3) 0.0343(7) Uani 1 1 d . . . . .
H6B H 0.4459 0.3885 0.0791 0.041 Uiso 1 1 calc R . . . .
C4B C 0.7916(3) 0.37613(17) 0.1067(3) 0.0390(8) Uani 1 1 d D U . . .
H4BA H 0.7370 0.3465 0.0585 0.047 Uiso 0.7 1 calc R . P A 1
H4BB H 0.8631 0.3685 0.0765 0.047 Uiso 0.7 1 calc R . P A 1
H4BC H 0.7367 0.4081 0.0747 0.047 Uiso 0.3 1 calc R . P B 2
H4BD H 0.7630 0.3389 0.0571 0.047 Uiso 0.3 1 calc R . P B 2
C6A C -0.0139(3) 0.45398(17) 0.7088(4) 0.0468(8) Uani 1 1 d . U . . .
H6A H 0.0478 0.4826 0.7053 0.056 Uiso 1 1 calc R . . . .
C4A C 0.3877(3) 0.45466(18) 0.7028(5) 0.0510(10) Uani 1 1 d . U . . .
H4AC H 0.3336 0.4535 0.7674 0.061 Uiso 0.3 1 calc R . P C 2
H4AD H 0.3772 0.4928 0.6501 0.061 Uiso 0.3 1 calc R . P C 2
H4AA H 0.3814 0.4396 0.7988 0.061 Uiso 0.7 1 calc R . P D 1
H4AB H 0.3316 0.4865 0.6764 0.061 Uiso 0.7 1 calc R . P D 1
C9B C 0.5774(3) 0.30498(17) 0.7877(4) 0.0417(8) Uani 1 1 d . . . . .
H9BA H 0.5308 0.2793 0.7167 0.063 Uiso 1 1 calc GR . . . .
H9BB H 0.5383 0.3424 0.7955 0.063 Uiso 1 1 calc GR . . . .
H9BC H 0.5928 0.2851 0.8814 0.063 Uiso 1 1 calc GR . . . .
C7A C -0.1254(3) 0.48636(16) 0.6918(4) 0.0507(10) Uani 1 1 d . U . . .
H7AA H -0.1441 0.5045 0.5962 0.076 Uiso 1 1 calc GR . . . .
H7AB H -0.1200 0.5174 0.7654 0.076 Uiso 1 1 calc GR . . . .
H7AC H -0.1836 0.4580 0.7031 0.076 Uiso 1 1 calc GR . . . .
C7B C 0.3743(3) 0.30607(17) 0.0221(4) 0.0470(9) Uani 1 1 d . . . . .
H7BA H 0.4450 0.2843 0.0380 0.070 Uiso 1 1 calc GR . . . .
H7BB H 0.3518 0.3162 -0.0801 0.070 Uiso 1 1 calc GR . . . .
H7BC H 0.3170 0.2812 0.0508 0.070 Uiso 1 1 calc GR . . . .
C8B C 0.2791(3) 0.3985(2) 0.0900(5) 0.0589(11) Uani 1 1 d . . . . .
H8BA H 0.2217 0.3742 0.1204 0.088 Uiso 1 1 calc GR . . . .
H8BB H 0.2553 0.4087 -0.0118 0.088 Uiso 1 1 calc GR . . . .
H8BC H 0.2905 0.4349 0.1476 0.088 Uiso 1 1 calc GR . . . .
C9A C -0.0190(3) 0.24258(19) 0.2485(6) 0.0693(14) Uani 1 1 d . . . . .
H9AA H -0.0311 0.2049 0.1959 0.104 Uiso 1 1 calc GR . . . .
H9AB H -0.0671 0.2733 0.1953 0.104 Uiso 1 1 calc GR . . . .
H9AC H -0.0368 0.2376 0.3439 0.104 Uiso 1 1 calc GR . . . .
C5B C 0.7502(4) 0.4390(2) 0.0570(5) 0.0366(11) Uani 0.7 1 d D . P E 1
H5BA H 0.6771 0.4459 0.0808 0.055 Uiso 0.7 1 calc GR . P E 1
H5BB H 0.7441 0.4424 -0.0472 0.055 Uiso 0.7 1 calc GR . P E 1
H5BC H 0.8031 0.4687 0.1059 0.055 Uiso 0.7 1 calc GR . P E 1
C8A C 0.0059(5) 0.4205(3) 0.8585(5) 0.0885(16) Uani 1 1 d . U . . .
H8AA H -0.0572 0.3941 0.8613 0.133 Uiso 1 1 calc GR . . . .
H8AB H 0.0128 0.4496 0.9365 0.133 Uiso 1 1 calc GR . . . .
H8AC H 0.0744 0.3969 0.8704 0.133 Uiso 1 1 calc GR . . . .
C5AB C 0.5049(13) 0.4536(7) 0.795(2) 0.068(2) Uani 0.3 1 d . U P F 2
H5AA H 0.5121 0.4199 0.8615 0.102 Uiso 0.3 1 calc GR . P F 2
H5AB H 0.5185 0.4907 0.8501 0.102 Uiso 0.3 1 calc GR . P F 2
H5AC H 0.5593 0.4497 0.7330 0.102 Uiso 0.3 1 calc GR . P F 2
C1 C 0.9075(10) 0.3930(8) 0.0680(13) 0.065(4) Uani 0.3 1 d D U P E 2
H1A H 0.9338 0.4307 0.1141 0.098 Uiso 0.3 1 calc GR . P E 2
H1B H 0.8985 0.3970 -0.0365 0.098 Uiso 0.3 1 calc GR . P E 2
H1C H 0.9620 0.3617 0.1024 0.098 Uiso 0.3 1 calc GR . P E 2
C5AA C 0.5006(5) 0.4809(3) 0.7132(9) 0.068(2) Uani 0.7 1 d . . P F 1
H5AD H 0.5563 0.4491 0.7259 0.102 Uiso 0.7 1 calc GR . P F 1
H5AE H 0.5166 0.5080 0.7956 0.102 Uiso 0.7 1 calc GR . P F 1
H5AF H 0.5032 0.5029 0.6248 0.102 Uiso 0.7 1 calc GR . P F 1
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
S1B 0.0217(4) 0.0550(5) 0.0272(4) 0.0033(4) 0.0051(3) -0.0011(3)
S1A 0.0211(4) 0.0508(5) 0.0766(7) -0.0387(5) 0.0152(4) -0.0083(4)
N5A 0.0192(12) 0.0275(12) 0.0330(14) -0.0038(10) 0.0071(10) -0.0026(10)
N3A 0.0155(11) 0.0243(12) 0.0356(14) -0.0048(10) 0.0063(10) -0.0011(9)
N3B 0.0176(12) 0.0336(13) 0.0279(13) -0.0048(10) 0.0039(10) -0.0028(10)
N4A 0.0172(12) 0.0302(13) 0.0357(14) -0.0067(11) 0.0080(10) 0.0012(10)
N1B 0.0166(12) 0.0459(15) 0.0245(13) -0.0016(11) 0.0054(10) 0.0009(11)
N5B 0.0161(12) 0.0450(15) 0.0263(13) -0.0044(11) 0.0034(10) -0.0030(11)
N4B 0.0142(12) 0.0442(15) 0.0313(14) -0.0037(11) 0.0025(10) -0.0036(11)
N1A 0.0142(12) 0.0323(13) 0.0457(16) -0.0133(12) 0.0069(11) -0.0021(10)
N2B 0.0179(13) 0.0642(18) 0.0260(13) -0.0031(13) 0.0084(10) -0.0031(12)
N2A 0.0182(13) 0.0445(16) 0.0469(17) -0.0209(13) 0.0080(11) -0.0064(11)
C3A 0.0180(14) 0.0281(14) 0.0332(16) -0.0040(12) 0.0061(12) -0.0020(12)
C2A 0.0184(13) 0.0218(13) 0.0289(15) 0.0020(11) 0.0073(11) 0.0004(11)
C3B 0.0203(15) 0.0411(17) 0.0285(16) -0.0038(13) 0.0072(12) -0.0007(13)
C1B 0.0200(14) 0.0304(15) 0.0280(15) -0.0044(12) 0.0068(12) -0.0010(12)
C2B 0.0199(14) 0.0302(15) 0.0304(16) -0.0054(12) 0.0043(12) -0.0029(12)
C1A 0.0161(14) 0.0260(14) 0.0416(17) -0.0085(13) 0.0072(12) -0.0013(11)
C6B 0.0208(15) 0.0445(18) 0.0354(18) -0.0007(14) -0.0001(13) -0.0053(13)
C4B 0.0281(17) 0.065(2) 0.0252(16) -0.0063(15) 0.0082(13) -0.0051(16)
C6A 0.0347(18) 0.050(2) 0.059(2) -0.0288(16) 0.0181(16) -0.0006(15)
C4A 0.0279(18) 0.056(2) 0.068(3) -0.030(2) 0.0051(17) -0.0088(16)
C9B 0.0312(17) 0.061(2) 0.0340(18) 0.0071(16) 0.0095(14) -0.0128(16)
C7A 0.056(2) 0.0370(18) 0.070(3) -0.0022(17) 0.038(2) 0.0090(17)
C7B 0.053(2) 0.048(2) 0.0389(19) -0.0050(16) 0.0085(17) -0.0071(18)
C8B 0.040(2) 0.064(3) 0.067(3) 0.014(2) -0.0017(19) 0.0140(19)
C9A 0.0285(19) 0.060(3) 0.121(4) -0.056(3) 0.018(2) -0.0171(18)
C5B 0.042(3) 0.042(3) 0.027(2) 0.0025(19) 0.009(2) -0.005(2)
C8A 0.083(4) 0.124(4) 0.058(2) -0.012(2) 0.011(3) 0.009(3)
C5AB 0.045(3) 0.040(4) 0.111(6) -0.019(3) -0.005(4) -0.016(3)
C1 0.039(6) 0.129(14) 0.028(6) -0.003(7) 0.008(5) -0.030(7)
C5AA 0.045(3) 0.040(4) 0.111(6) -0.019(3) -0.005(4) -0.016(3)
_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
S1B C1B 1.750(3) . ?
S1B C9B 1.786(3) . ?
S1A C1A 1.752(3) . ?
S1A C9A 1.784(4) . ?
N5A C3A 1.337(4) . ?
N5A C2A 1.337(3) . ?
N3A C2A 1.356(4) . ?
N3A C1A 1.322(3) . ?
N3B C1B 1.325(4) . ?
N3B C2B 1.368(4) . ?
N4A H4A 0.8600 . ?
N4A C2A 1.337(3) . ?
N4A C6A 1.457(4) . ?
N1B C3B 1.354(4) . ?
N1B C1B 1.326(4) . ?
N5B C3B 1.334(4) . ?
N5B C2B 1.337(4) . ?
N4B H4B 0.8600 . ?
N4B C2B 1.335(4) . ?
N4B C6B 1.455(4) . ?
N1A C3A 1.353(4) . ?
N1A C1A 1.333(4) . ?
N2B H2B 0.8600 . ?
N2B C3B 1.344(4) . ?
N2B C4B 1.450(4) . ?
N2A H2A 0.8600 . ?
N2A C3A 1.335(4) . ?
N2A C4A 1.435(4) . ?
C6B H6B 0.9800 . ?
C6B C7B 1.503(5) . ?
C6B C8B 1.508(5) . ?
C4B H4BA 0.9700 . ?
C4B H4BB 0.9700 . ?
C4B H4BC 0.9700 . ?
C4B H4BD 0.9700 . ?
C4B C5B 1.514(6) . ?
C4B C1 1.553(11) . ?
C6A H6A 0.9800 . ?
C6A C7A 1.499(5) . ?
C6A C8A 1.552(6) . ?
C4A H4AC 0.9700 . ?
C4A H4AD 0.9700 . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C4A C5AB 1.494(15) . ?
C4A C5AA 1.460(7) . ?
C9B H9BA 0.9600 . ?
C9B H9BB 0.9600 . ?
C9B H9BC 0.9600 . ?
C7A H7AA 0.9600 . ?
C7A H7AB 0.9600 . ?
C7A H7AC 0.9600 . ?
C7B H7BA 0.9600 . ?
C7B H7BB 0.9600 . ?
C7B H7BC 0.9600 . ?
C8B H8BA 0.9600 . ?
C8B H8BB 0.9600 . ?
C8B H8BC 0.9600 . ?
C9A H9AA 0.9600 . ?
C9A H9AB 0.9600 . ?
C9A H9AC 0.9600 . ?
C5B H5BA 0.9600 . ?
C5B H5BB 0.9600 . ?
C5B H5BC 0.9600 . ?
C8A H8AA 0.9600 . ?
C8A H8AB 0.9600 . ?
C8A H8AC 0.9600 . ?
C5AB H5AA 0.9600 . ?
C5AB H5AB 0.9600 . ?
C5AB H5AC 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C5AA H5AD 0.9600 . ?
C5AA H5AE 0.9600 . ?
C5AA H5AF 0.9600 . ?
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
C1B S1B C9B 103.54(15) . . ?
C1A S1A C9A 102.39(16) . . ?
C2A N5A C3A 114.1(2) . . ?
C1A N3A C2A 113.8(2) . . ?
C1B N3B C2B 112.9(2) . . ?
C2A N4A H4A 118.0 . . ?
C2A N4A C6A 124.0(2) . . ?
C6A N4A H4A 118.0 . . ?
C1B N1B C3B 113.6(2) . . ?
C3B N5B C2B 114.0(2) . . ?
C2B N4B H4B 118.0 . . ?
C2B N4B C6B 124.0(3) . . ?
C6B N4B H4B 118.0 . . ?
C1A N1A C3A 113.6(2) . . ?
C3B N2B H2B 118.3 . . ?
C3B N2B C4B 123.4(3) . . ?
C4B N2B H2B 118.3 . . ?
C3A N2A H2A 118.1 . . ?
C3A N2A C4A 123.8(3) . . ?
C4A N2A H2A 118.1 . . ?
N5A C3A N1A 125.7(2) . . ?
N2A C3A N5A 117.9(3) . . ?
N2A C3A N1A 116.3(3) . . ?
N5A C2A N3A 125.7(2) . . ?
N4A C2A N5A 118.5(2) . . ?
N4A C2A N3A 115.8(2) . . ?
N5B C3B N1B 125.9(3) . . ?
N5B C3B N2B 118.3(3) . . ?
N2B C3B N1B 115.7(3) . . ?
N3B C1B S1B 120.0(2) . . ?
N3B C1B N1B 127.6(3) . . ?
N1B C1B S1B 112.4(2) . . ?
N5B C2B N3B 125.8(3) . . ?
N4B C2B N3B 115.5(3) . . ?
N4B C2B N5B 118.7(3) . . ?
N3A C1A S1A 119.8(2) . . ?
N3A C1A N1A 127.0(3) . . ?
N1A C1A S1A 113.2(2) . . ?
N4B C6B H6B 108.3 . . ?
N4B C6B C7B 111.9(3) . . ?
N4B C6B C8B 109.1(3) . . ?
C7B C6B H6B 108.3 . . ?
C7B C6B C8B 111.0(3) . . ?
C8B C6B H6B 108.3 . . ?
N2B C4B H4BA 109.0 . . ?
N2B C4B H4BB 109.0 . . ?
N2B C4B H4BC 110.0 . . ?
N2B C4B H4BD 110.0 . . ?
N2B C4B C5B 112.8(3) . . ?
N2B C4B C1 108.7(5) . . ?
H4BA C4B H4BB 107.8 . . ?
H4BC C4B H4BD 108.3 . . ?
C5B C4B H4BA 109.0 . . ?
C5B C4B H4BB 109.0 . . ?
C1 C4B H4BC 110.0 . . ?
C1 C4B H4BD 110.0 . . ?
N4A C6A H6A 110.9 . . ?
N4A C6A C7A 109.8(3) . . ?
N4A C6A C8A 107.3(3) . . ?
C7A C6A H6A 110.9 . . ?
C7A C6A C8A 107.1(3) . . ?
C8A C6A H6A 110.9 . . ?
N2A C4A H4AC 108.4 . . ?
N2A C4A H4AD 108.4 . . ?
N2A C4A H4AA 108.6 . . ?
N2A C4A H4AB 108.6 . . ?
N2A C4A C5AB 115.6(7) . . ?
N2A C4A C5AA 114.5(4) . . ?
H4AC C4A H4AD 107.4 . . ?
H4AA C4A H4AB 107.6 . . ?
C5AB C4A H4AC 108.4 . . ?
C5AB C4A H4AD 108.4 . . ?
C5AA C4A H4AA 108.6 . . ?
C5AA C4A H4AB 108.6 . . ?
S1B C9B H9BA 109.5 . . ?
S1B C9B H9BB 109.5 . . ?
S1B C9B H9BC 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
C6A C7A H7AA 109.5 . . ?
C6A C7A H7AB 109.5 . . ?
C6A C7A H7AC 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
C6B C7B H7BA 109.5 . . ?
C6B C7B H7BB 109.5 . . ?
C6B C7B H7BC 109.5 . . ?
H7BA C7B H7BB 109.5 . . ?
H7BA C7B H7BC 109.5 . . ?
H7BB C7B H7BC 109.5 . . ?
C6B C8B H8BA 109.5 . . ?
C6B C8B H8BB 109.5 . . ?
C6B C8B H8BC 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
S1A C9A H9AA 109.5 . . ?
S1A C9A H9AB 109.5 . . ?
S1A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C4B C5B H5BA 109.5 . . ?
C4B C5B H5BB 109.5 . . ?
C4B C5B H5BC 109.5 . . ?
H5BA C5B H5BB 109.5 . . ?
H5BA C5B H5BC 109.5 . . ?
H5BB C5B H5BC 109.5 . . ?
C6A C8A H8AA 109.5 . . ?
C6A C8A H8AB 109.5 . . ?
C6A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C4A C5AB H5AA 109.5 . . ?
C4A C5AB H5AB 109.5 . . ?
C4A C5AB H5AC 109.5 . . ?
H5AA C5AB H5AB 109.5 . . ?
H5AA C5AB H5AC 109.5 . . ?
H5AB C5AB H5AC 109.5 . . ?
C4B C1 H1A 109.5 . . ?
C4B C1 H1B 109.5 . . ?
C4B C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4A C5AA H5AD 109.5 . . ?
C4A C5AA H5AE 109.5 . . ?
C4A C5AA H5AF 109.5 . . ?
H5AD C5AA H5AE 109.5 . . ?
H5AD C5AA H5AF 109.5 . . ?
H5AE C5AA H5AF 109.5 . . ?
_shelx_res_file
;
amt_120k.res created by SHELXL-2014/7
TITL amt_120k_a.res in P2(1)/c
REM Old TITL 10526sadab in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.226, Rweak 0.016, Alpha 0.034, Orientation as input
REM Formula found by SHELXT: C23 N5 S2
CELL 0.71073 12.0184 22.0537 9.3002 90 101.617 90
ZERR 4 0.0036 0.0064 0.0027 0 0.005 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N S
UNIT 72 136 40 8
SADI C4B C1 C5B C4B
DELU 0.001 0.001 C6A C8A
RIGU C4A C5AB
RIGU C1 C4B
RIGU C8A C6A C7A
EADP C5AB C5AA
L.S. 15
PLAN 20
SIZE 0.021 0.076 0.253
TEMP 23
BOND $H
list 4
fmap 2
acta
SHEL 10 0.8
OMIT 1 2 0
REM
REM
REM
WGHT 0.069700 2.792400
FVAR 0.46399
S1B 4 0.708063 0.320207 0.730988 11.00000 0.02166 0.05504 =
0.02721 0.00326 0.00510 -0.00110
S1A 4 0.126032 0.264766 0.267768 11.00000 0.02111 0.05076 =
0.07657 -0.03868 0.01522 -0.00825
N5A 3 0.172392 0.407767 0.607826 11.00000 0.01918 0.02746 =
0.03303 -0.00379 0.00707 -0.00260
N3A 3 0.047461 0.342477 0.443406 11.00000 0.01548 0.02427 =
0.03562 -0.00484 0.00634 -0.00106
N3B 3 0.555818 0.339606 0.483437 11.00000 0.01759 0.03356 =
0.02791 -0.00481 0.00386 -0.00283
N4A 3 -0.020563 0.407997 0.594950 11.00000 0.01722 0.03022 =
0.03570 -0.00669 0.00796 0.00124
AFIX 43
H4A 2 -0.086543 0.394274 0.555047 11.00000 -1.20000
AFIX 0
N1B 3 0.752670 0.347133 0.480086 11.00000 0.01657 0.04586 =
0.02453 -0.00156 0.00537 0.00095
N5B 3 0.616013 0.358850 0.255805 11.00000 0.01615 0.04497 =
0.02628 -0.00442 0.00337 -0.00300
N4B 3 0.427370 0.350779 0.267591 11.00000 0.01424 0.04418 =
0.03128 -0.00367 0.00246 -0.00362
AFIX 43
H4B 2 0.376901 0.343592 0.319105 11.00000 -1.20000
AFIX 0
N1A 3 0.245585 0.341000 0.446210 11.00000 0.01419 0.03227 =
0.04574 -0.01331 0.00689 -0.00211
N2B 3 0.807757 0.368243 0.264258 11.00000 0.01790 0.06423 =
0.02605 -0.00308 0.00843 -0.00315
AFIX 43
H2B 2 0.875686 0.370195 0.315639 11.00000 -1.20000
AFIX 0
N2A 3 0.361349 0.406244 0.598492 11.00000 0.01816 0.04449 =
0.04690 -0.02092 0.00801 -0.00637
AFIX 43
H2A 2 0.416182 0.390160 0.565021 11.00000 -1.20000
AFIX 0
C3A 1 0.256636 0.384692 0.550298 11.00000 0.01801 0.02807 =
0.03318 -0.00403 0.00610 -0.00197
C2A 1 0.069660 0.385838 0.548730 11.00000 0.01841 0.02179 =
0.02892 0.00197 0.00725 0.00041
C3B 1 0.721997 0.358033 0.334163 11.00000 0.02034 0.04107 =
0.02852 -0.00376 0.00715 -0.00068
C1B 1 0.665316 0.337728 0.544473 11.00000 0.01997 0.03039 =
0.02805 -0.00444 0.00677 -0.00095
C2B 1 0.536403 0.349838 0.335353 11.00000 0.01988 0.03019 =
0.03042 -0.00544 0.00431 -0.00293
C1A 1 0.139021 0.321959 0.400878 11.00000 0.01613 0.02604 =
0.04160 -0.00845 0.00718 -0.00128
C6B 1 0.388722 0.363222 0.111914 11.00000 0.02081 0.04446 =
0.03535 -0.00075 -0.00006 -0.00535
AFIX 13
H6B 2 0.445912 0.388496 0.079139 11.00000 -1.20000
AFIX 0
C4B 1 0.791643 0.376134 0.106684 11.00000 0.02809 0.06500 =
0.02522 -0.00628 0.00819 -0.00510
PART 1
AFIX 23
H4BA 2 0.736996 0.346490 0.058521 10.70000 -1.20000
H4BB 2 0.863056 0.368513 0.076477 10.70000 -1.20000
AFIX 23
PART 0
PART 2
H4BC 2 0.736741 0.408072 0.074700 10.30000 -1.20000
H4BD 2 0.763040 0.338909 0.057107 10.30000 -1.20000
AFIX 0
PART 0
C6A 1 -0.013885 0.453977 0.708802 11.00000 0.03468 0.04999 =
0.05936 -0.02882 0.01814 -0.00057
AFIX 13
H6A 2 0.047846 0.482630 0.705340 11.00000 -1.20000
AFIX 0
C4A 1 0.387724 0.454661 0.702844 11.00000 0.02789 0.05561 =
0.06762 -0.02996 0.00513 -0.00879
PART 2
AFIX 23
H4AC 2 0.333645 0.453535 0.767418 10.30000 -1.20000
H4AD 2 0.377187 0.492846 0.650090 10.30000 -1.20000
AFIX 23
PART 0
PART 1
H4AA 2 0.381411 0.439561 0.798835 10.70000 -1.20000
H4AB 2 0.331602 0.486478 0.676440 10.70000 -1.20000
AFIX 0
PART 0
C9B 1 0.577409 0.304984 0.787709 11.00000 0.03118 0.06120 =
0.03399 0.00707 0.00947 -0.01276
AFIX 137
H9BA 2 0.530838 0.279284 0.716717 11.00000 -1.50000
H9BB 2 0.538317 0.342428 0.795499 11.00000 -1.50000
H9BC 2 0.592850 0.285059 0.881396 11.00000 -1.50000
AFIX 0
C7A 1 -0.125430 0.486359 0.691831 11.00000 0.05598 0.03696 =
0.07008 -0.00222 0.03839 0.00898
AFIX 137
H7AA 2 -0.144100 0.504502 0.596168 11.00000 -1.50000
H7AB 2 -0.120015 0.517353 0.765394 11.00000 -1.50000
H7AC 2 -0.183615 0.457959 0.703063 11.00000 -1.50000
AFIX 0
C7B 1 0.374337 0.306068 0.022070 11.00000 0.05338 0.04833 =
0.03895 -0.00499 0.00854 -0.00714
AFIX 137
H7BA 2 0.444982 0.284348 0.038039 11.00000 -1.50000
H7BB 2 0.351810 0.316174 -0.080061 11.00000 -1.50000
H7BC 2 0.317029 0.281174 0.050842 11.00000 -1.50000
AFIX 0
C8B 1 0.279084 0.398460 0.090029 11.00000 0.04030 0.06396 =
0.06716 0.01350 -0.00170 0.01397
AFIX 137
H8BA 2 0.221657 0.374180 0.120432 11.00000 -1.50000
H8BB 2 0.255291 0.408729 -0.011844 11.00000 -1.50000
H8BC 2 0.290500 0.434904 0.147566 11.00000 -1.50000
AFIX 0
C9A 1 -0.019011 0.242579 0.248490 11.00000 0.02853 0.05999 =
0.12083 -0.05630 0.01835 -0.01711
AFIX 137
H9AA 2 -0.031135 0.204924 0.195875 11.00000 -1.50000
H9AB 2 -0.067122 0.273263 0.195320 11.00000 -1.50000
H9AC 2 -0.036805 0.237616 0.343906 11.00000 -1.50000
AFIX 0
PART 1
C5B 1 0.750225 0.439027 0.057028 10.70000 0.04236 0.04159 =
0.02678 0.00250 0.00941 -0.00464
AFIX 137
H5BA 2 0.677143 0.445861 0.080847 10.70000 -1.50000
H5BB 2 0.744138 0.442443 -0.047172 10.70000 -1.50000
H5BC 2 0.803131 0.468655 0.105925 10.70000 -1.50000
AFIX 0
PART 0
C8A 1 0.005923 0.420457 0.858508 11.00000 0.08250 0.12389 =
0.05786 -0.01151 0.01146 0.00950
AFIX 137
H8AA 2 -0.057172 0.394094 0.861284 11.00000 -1.50000
H8AB 2 0.012800 0.449592 0.936495 11.00000 -1.50000
H8AC 2 0.074395 0.396949 0.870357 11.00000 -1.50000
AFIX 0
PART 2
C5AB 1 0.504881 0.453647 0.795118 10.30000 0.04474 0.04042 =
0.11110 -0.01858 -0.00497 -0.01646
AFIX 137
H5AA 2 0.512057 0.419898 0.861545 10.30000 -1.50000
H5AB 2 0.518532 0.490682 0.850089 10.30000 -1.50000
H5AC 2 0.559321 0.449710 0.733001 10.30000 -1.50000
AFIX 0
C1 1 0.907541 0.393019 0.067962 10.30000 0.03939 0.12852 =
0.02818 -0.00304 0.00803 -0.03001
AFIX 137
H1A 2 0.933774 0.430749 0.114129 10.30000 -1.50000
H1B 2 0.898543 0.397004 -0.036537 10.30000 -1.50000
H1C 2 0.961967 0.361745 0.102352 10.30000 -1.50000
AFIX 0
PART 0
PART 1
C5AA 1 0.500615 0.480900 0.713151 10.70000 0.04474 0.04042 =
0.11110 -0.01858 -0.00497 -0.01646
AFIX 137
H5AD 2 0.556253 0.449084 0.725881 10.70000 -1.50000
H5AE 2 0.516647 0.507976 0.795559 10.70000 -1.50000
H5AF 2 0.503160 0.502890 0.624787 10.70000 -1.50000
AFIX 0
HKLF 4
REM amt_120k_a.res in P2(1)/c
REM R1 = 0.0561 for 3360 Fo > 4sig(Fo) and 0.0943 for all 4917 data
REM 293 parameters refined using 17 restraints
END
WGHT 0.0696 2.7996
REM Highest difference peak 0.632, deepest hole -0.520, 1-sigma level 0.068
Q1 1 0.3777 0.5050 0.5916 11.00000 0.05 0.63
Q2 1 0.1336 0.2476 0.3622 11.00000 0.05 0.45
Q3 1 0.4169 0.4485 0.8469 11.00000 0.05 0.42
Q4 1 0.6842 0.3216 0.6212 11.00000 0.05 0.27
Q5 1 0.5109 0.4873 0.5967 11.00000 0.05 0.26
Q6 1 0.8763 0.3382 0.3157 11.00000 0.05 0.25
Q7 1 0.5567 0.3384 0.4139 11.00000 0.05 0.23
Q8 1 0.4044 0.3730 0.8448 11.00000 0.05 0.22
Q9 1 -0.0401 0.2234 0.1258 11.00000 0.05 0.21
Q10 1 0.2188 0.3929 0.5987 11.00000 0.05 0.21
Q11 1 0.7432 0.4554 0.1031 11.00000 0.05 0.21
Q12 1 0.8928 0.3167 0.0881 11.00000 0.05 0.20
Q13 1 0.0164 0.5002 0.6483 11.00000 0.05 0.20
Q14 1 -0.1875 0.4574 0.6443 11.00000 0.05 0.20
Q15 1 0.7395 0.4700 -0.0767 11.00000 0.05 0.19
Q16 1 0.7398 0.4459 -0.0026 11.00000 0.05 0.19
Q17 1 0.6050 0.3385 0.5155 11.00000 0.05 0.19
Q18 1 0.1130 0.3185 0.3260 11.00000 0.05 0.19
Q19 1 -0.0017 0.3422 0.4001 11.00000 0.05 0.18
Q20 1 0.8267 0.4456 0.0816 11.00000 0.05 0.18
;
_shelx_res_checksum 21010
_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_amt_fum_120k
_database_code_depnum_ccdc_archive 'CCDC 1835856'
loop_
_audit_author_name
_audit_author_address
'Paulo S. Carvalho Jr'
;Federal University of Mato Grosso do Sul
Brazil
;
_audit_update_record
;
2019-07-05 deposited with the CCDC. 2019-10-16 downloaded from the CCDC.
;
_audit_creation_date 2019-07-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2014/7
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety '2(C9 H18 N5 S), 2(C4 H3 O4)'
_chemical_formula_sum 'C26 H42 N10 O8 S2'
_chemical_formula_weight 686.81
_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'
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/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 18.132(3)
_cell_length_b 11.105(2)
_cell_length_c 16.920(3)
_cell_angle_alpha 90
_cell_angle_beta 95.693(3)
_cell_angle_gamma 90
_cell_volume 3390.1(10)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 9904
_cell_measurement_temperature 120.0
_cell_measurement_theta_max 31.58
_cell_measurement_theta_min 2.42
_shelx_estimated_absorpt_T_max 0.974
_shelx_estimated_absorpt_T_min 0.942
_exptl_absorpt_coefficient_mu 0.218
_exptl_absorpt_correction_T_max 0.974
_exptl_absorpt_correction_T_min 0.942
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'REQAB (Rigaku, 1998)'
_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 1.346
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 1456
_exptl_crystal_size_max 0.277
_exptl_crystal_size_mid 0.123
_exptl_crystal_size_min 0.121
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0414
_diffrn_reflns_av_unetI/netI 0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max 22
_diffrn_reflns_limit_h_min -22
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_number 67624
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 26.022
_diffrn_reflns_theta_min 2.258
_diffrn_ambient_temperature 120.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 6114
_reflns_number_total 6669
_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 ?
_computing_data_collection ?
_computing_data_reduction ?
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 1.511
_refine_diff_density_min -0.657
_refine_diff_density_rms 0.091
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.082
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 474
_refine_ls_number_reflns 6669
_refine_ls_number_restraints 130
_refine_ls_R_factor_all 0.1004
_refine_ls_R_factor_gt 0.0950
_refine_ls_restrained_S_all 1.085
_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^)+(0.0770P)^2^+15.1380P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2327
_refine_ls_wR_factor_ref 0.2364
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All C(H,H,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
O3B'-H3B'
0.95 with sigma of 0.02
O3B-C0 \\sim O3B-C13B
with sigma of 0.002
N2B'-C3B \\sim N2B-C3B
with sigma of 0.002
C5B'-C4B' \\sim C5B-C4B
with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C3) = Uanis(C10B)
Uanis(O2B') = Uanis(O2B)
Uanis(O1B') = Uanis(O1B)
Uanis(C13B) = Uanis(C0)
Uanis(C5B') = Uanis(C5B)
Uanis(N2B') = Uanis(N2B)
Uanis(C013) = Uanis(C12B)
Uanis(O3B') = Uanis(O4B)
Uanis(C4) = Uanis(C11B)
4. Rigid body (RIGU) restrains
N2B', C4B', C5B'
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
O3B', C0, C013, C4, C3, O2B', O1B'
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
N1B, C1B, N3B, C2B, N5B, C3B
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
O1B, C10B, O2B, C11B, C12B, C13B, O4B
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
N2B, C4B, C5B
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
Fixed Sof: O1B(0.7) O2B(0.7) C0(0.3) C013(0.3) H013(0.3) O4B(0.7) H4BE(0.7)
C10B(0.7) C12B(0.7) H12B(0.7) C4(0.3) H4(0.3) C11B(0.7) H11B(0.7) C3(0.3)
O2B'(0.3) O1B'(0.3) C13B(0.7) O3B'(0.3) H3B'(0.3) H4AA(0.7) H4AB(0.7)
H4AC(0.3) H4AD(0.3) C5A(0.7) H5AA(0.7) H5AB(0.7) H5AC(0.7) N2B'(0.3) H2B'(0.3)
C1(0.3) H1A(0.3) H1B(0.3) H1C(0.3) C4B'(0.3) H4BA(0.3) H4BB(0.3) C5B(0.7)
H5BA(0.7) H5BB(0.7) H5BC(0.7) C5B'(0.3) H5BD(0.3) H5BE(0.3) H5BF(0.3) C4B(0.7)
H4BC(0.7) H4BD(0.7) N2B(0.7) H2B(0.7)
6.a Ternary CH refined with riding coordinates:
C6A(H6A), C6B(H6B)
6.b Secondary CH2 refined with riding coordinates:
C4A(H4AA,H4AB), C4A(H4AC,H4AD), C4B'(H4BA,H4BB), C4B(H4BC,H4BD)
6.c Aromatic/amide H refined with riding coordinates:
N5A(H5A), N4A(H4A), N2A(H2A), N5B(H5B), N4B(H4B), C11A(H11A), C12A(H12A),
C013(H013), C12B(H12B), C4(H4), C11B(H11B), N2B'(H2B'), N2B(H2B)
6.d Idealised Me refined as rotating group:
C9B(H9BA,H9BB,H9BC), C8B(H8BA,H8BB,H8BC), C7A(H7AA,H7AB,H7AC), C9A(H9AA,H9AB,
H9AC), C7B(H7BA,H7BB,H7BC), C8A(H8AA,H8AB,H8AC), C5A(H5AA,H5AB,H5AC), C1(H1A,
H1B,H1C), C5B(H5BA,H5BB,H5BC), C5B'(H5BD,H5BE,H5BF)
6.e Idealised tetrahedral OH refined as rotating group:
O4A(H4AE), O4B(H4BE), O3B'(H3B')
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary dual
_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
S1B S 0.75333(6) 0.45172(10) 0.68431(6) 0.0338(3) Uani 1 1 d . . . . .
S1A S 0.74495(8) 0.60480(10) 0.30587(8) 0.0444(4) Uani 1 1 d . . . . .
O1A O 0.54819(16) 0.3351(2) 0.59412(16) 0.0284(6) Uani 1 1 d . . . . .
O2A O 0.60527(16) 0.1604(2) 0.57853(17) 0.0300(7) Uani 1 1 d . . . . .
O4A O 0.53982(16) -0.0639(3) 0.81919(18) 0.0322(7) Uani 1 1 d . . . . .
H4AE H 0.5097 -0.0944 0.8481 0.048 Uiso 1 1 calc GR . . . .
N3A N 0.69378(18) 0.4257(3) 0.37843(18) 0.0241(7) Uani 1 1 d . . . . .
N5A N 0.63217(18) 0.4446(3) 0.49336(18) 0.0221(7) Uani 1 1 d . . . . .
H5A H 0.6069 0.4109 0.5293 0.027 Uiso 1 1 calc R . . . .
N3B N 0.82286(18) 0.4482(3) 0.55412(19) 0.0249(7) Uani 1 1 d . U . . .
N4A N 0.65060(19) 0.2582(3) 0.44065(18) 0.0247(7) Uani 1 1 d . . . . .
H4A H 0.6299 0.2294 0.4816 0.030 Uiso 1 1 calc R . . . .
O3A O 0.4631(2) 0.0924(3) 0.8168(2) 0.0523(10) Uani 1 1 d . . . . .
N1A N 0.68108(19) 0.6185(3) 0.4395(2) 0.0268(7) Uani 1 1 d . . . . .
N2A N 0.61909(19) 0.6304(3) 0.5515(2) 0.0293(8) Uani 1 1 d . . . . .
H2A H 0.5928 0.5940 0.5854 0.035 Uiso 1 1 calc R . . . .
O3B O 0.98887(19) 0.9888(4) 0.1437(2) 0.0510(9) Uani 1 1 d D . . . .
N5B N 0.86867(19) 0.6273(3) 0.5031(2) 0.0302(8) Uani 1 1 d . U . . .
H5B H 0.8907 0.6645 0.4660 0.036 Uiso 1 1 calc R . . . .
N4B N 0.8882(2) 0.4457(3) 0.4445(2) 0.0342(8) Uani 1 1 d . . . . .
H4B H 0.9156 0.4844 0.4126 0.041 Uiso 1 1 calc R . . . .
N1B N 0.8084(2) 0.6362(3) 0.6204(2) 0.0339(8) Uani 1 1 d . U . . .
C2A C 0.6596(2) 0.3755(3) 0.4363(2) 0.0204(7) Uani 1 1 d . . . . .
C2B C 0.8603(2) 0.5064(4) 0.5011(2) 0.0260(8) Uani 1 1 d . U . . .
C10A C 0.5638(2) 0.2250(3) 0.6131(2) 0.0248(8) Uani 1 1 d . . . . .
C1B C 0.8003(2) 0.5181(4) 0.6106(2) 0.0258(8) Uani 1 1 d . U . . .
C3A C 0.6440(2) 0.5656(3) 0.4945(2) 0.0231(8) Uani 1 1 d . . . . .
C11A C 0.5274(2) 0.1770(3) 0.6825(2) 0.0278(9) Uani 1 1 d . . . . .
H11A H 0.4840 0.2158 0.6969 0.033 Uiso 1 1 calc R . . . .
C12A C 0.5532(2) 0.0834(3) 0.7242(2) 0.0253(8) Uani 1 1 d . . . . .
H12A H 0.5969 0.0440 0.7112 0.030 Uiso 1 1 calc R . . . .
C13A C 0.5142(2) 0.0391(3) 0.7915(2) 0.0283(9) Uani 1 1 d . . . . .
C6A C 0.6728(2) 0.1722(4) 0.3815(2) 0.0298(9) Uani 1 1 d . . . . .
H6A H 0.6974 0.2157 0.3395 0.036 Uiso 1 1 calc R . . . .
C1A C 0.7013(2) 0.5446(3) 0.3839(2) 0.0266(8) Uani 1 1 d . . . . .
O1B O 0.9256(5) 0.7361(7) 0.3742(5) 0.0561(17) Uani 0.7 1 d . U P A 1
C9B C 0.7599(3) 0.2946(4) 0.6604(3) 0.0362(10) Uani 1 1 d . . . . .
H9BA H 0.7363 0.2803 0.6066 0.054 Uiso 1 1 calc GR . . . .
H9BB H 0.7348 0.2467 0.6985 0.054 Uiso 1 1 calc GR . . . .
H9BC H 0.8122 0.2710 0.6632 0.054 Uiso 1 1 calc GR . . . .
C3B C 0.8425(2) 0.6908(4) 0.5632(3) 0.0373(10) Uani 1 1 d D U . . .
C6B C 0.8758(3) 0.3156(4) 0.4321(3) 0.0366(10) Uani 1 1 d . . . . .
H6B H 0.8287 0.2934 0.4546 0.044 Uiso 1 1 calc R . . . .
O2B O 0.8993(4) 0.9074(5) 0.4150(4) 0.0561(14) Uani 0.7 1 d . U P A 1
C8B C 0.8662(3) 0.2905(5) 0.3441(3) 0.0475(12) Uani 1 1 d . . . . .
H8BA H 0.8237 0.3360 0.3195 0.071 Uiso 1 1 calc GR . . . .
H8BB H 0.8577 0.2042 0.3353 0.071 Uiso 1 1 calc GR . . . .
H8BC H 0.9111 0.3149 0.3205 0.071 Uiso 1 1 calc GR . . . .
C7A C 0.6069(3) 0.1053(5) 0.3451(3) 0.0530(14) Uani 1 1 d . . . . .
H7AA H 0.5855 0.0581 0.3860 0.079 Uiso 1 1 calc GR . . . .
H7AB H 0.6219 0.0513 0.3038 0.079 Uiso 1 1 calc GR . . . .
H7AC H 0.5700 0.1626 0.3214 0.079 Uiso 1 1 calc GR . . . .
C9A C 0.7381(3) 0.7641(4) 0.3220(4) 0.0554(15) Uani 1 1 d . . . . .
H9AA H 0.7578 0.8075 0.2783 0.083 Uiso 1 1 calc GR . . . .
H9AB H 0.7667 0.7857 0.3722 0.083 Uiso 1 1 calc GR . . . .
H9AC H 0.6860 0.7862 0.3244 0.083 Uiso 1 1 calc GR . . . .
C7B C 0.9367(3) 0.2450(5) 0.4739(4) 0.0563(14) Uani 1 1 d . . . . .
H7BA H 0.9832 0.2634 0.4514 0.084 Uiso 1 1 calc GR . . . .
H7BB H 0.9258 0.1589 0.4677 0.084 Uiso 1 1 calc GR . . . .
H7BC H 0.9416 0.2658 0.5305 0.084 Uiso 1 1 calc GR . . . .
C0 C 0.978(2) 1.008(2) 0.2121(8) 0.057(2) Uani 0.3 1 d D U P B 2
C013 C 0.9483(15) 0.933(3) 0.2575(13) 0.0596(19) Uani 0.3 1 d . U P B 2
H013 H 0.9223 0.8638 0.2366 0.071 Uiso 0.3 1 calc R . P B 2
O4B O 0.9983(8) 1.1622(8) 0.2158(7) 0.105(4) Uani 0.7 1 d . U P A 1
H4BE H 1.0217 1.1886 0.1791 0.157 Uiso 0.7 1 calc GR . P A 1
C8A C 0.7269(4) 0.0785(6) 0.4232(4) 0.0688(17) Uani 1 1 d . . . . .
H8AA H 0.7706 0.1201 0.4489 0.103 Uiso 1 1 calc GR . . . .
H8AB H 0.7423 0.0215 0.3838 0.103 Uiso 1 1 calc GR . . . .
H8AC H 0.7020 0.0349 0.4634 0.103 Uiso 1 1 calc GR . . . .
C10B C 0.9205(4) 0.8437(8) 0.3645(5) 0.0508(16) Uani 0.7 1 d . U P A 1
C12B C 0.9506(5) 1.0041(9) 0.2763(5) 0.0596(19) Uani 0.7 1 d . U P A 1
H12B H 0.9363 1.0592 0.3150 0.071 Uiso 0.7 1 calc R . P A 1
C4 C 0.9560(8) 0.9587(16) 0.3420(9) 0.0397(14) Uani 0.3 1 d . U P B 2
H4 H 0.9792 1.0328 0.3576 0.048 Uiso 0.3 1 calc R . P B 2
C11B C 0.9448(4) 0.9011(7) 0.2850(5) 0.0397(14) Uani 0.7 1 d . U P A 1
H11B H 0.9550 0.8489 0.2429 0.048 Uiso 0.7 1 calc R . P A 1
C3 C 0.9321(12) 0.883(2) 0.4063(16) 0.0508(16) Uani 0.3 1 d . U P B 2
O2B' O 0.9063(8) 0.9334(12) 0.4640(9) 0.0561(14) Uani 0.3 1 d . U P B 2
O1B' O 0.9250(14) 0.7707(18) 0.3965(13) 0.0561(17) Uani 0.3 1 d . U P B 2
C13B C 0.9815(8) 1.0480(9) 0.2025(4) 0.057(2) Uani 0.7 1 d D U P A 1
O3B' O 1.008(2) 1.105(2) 0.2349(18) 0.105(4) Uani 0.3 1 d D U P B 2
H3B' H 1.0344 1.1303 0.2004 0.09(9) Uiso 0.3 1 calc DGR . P B 2
C4A C 0.6329(3) 0.7604(4) 0.5615(4) 0.0483(13) Uani 1 1 d . . . . .
H4AA H 0.6393 0.7792 0.6190 0.058 Uiso 0.7 1 calc R . P C 1
H4AB H 0.6799 0.7806 0.5394 0.058 Uiso 0.7 1 calc R . P C 1
H4AC H 0.6802 0.7809 0.5402 0.058 Uiso 0.3 1 calc R . P D 2
H4AD H 0.5928 0.8055 0.5304 0.058 Uiso 0.3 1 calc R . P D 2
C5A C 0.5754(4) 0.8347(6) 0.5243(5) 0.0486(19) Uani 0.7 1 d . . P E 1
H5AA H 0.5727 0.8241 0.4665 0.073 Uiso 0.7 1 calc GR . P E 1
H5AB H 0.5861 0.9192 0.5376 0.073 Uiso 0.7 1 calc GR . P E 1
H5AC H 0.5280 0.8119 0.5431 0.073 Uiso 0.7 1 calc GR . P E 1
N2B' N 0.842(2) 0.8075(6) 0.5470(16) 0.043(2) Uani 0.3 1 d D U P F 2
H2B' H 0.8597 0.8303 0.5027 0.052 Uiso 0.3 1 calc R . P F 2
C1 C 0.6365(8) 0.7982(12) 0.6451(8) 0.031(3) Uani 0.3 1 d . . P E 2
H1A H 0.5922 0.7699 0.6683 0.046 Uiso 0.3 1 calc GR . P E 2
H1B H 0.6390 0.8863 0.6482 0.046 Uiso 0.3 1 calc GR . P E 2
H1C H 0.6808 0.7636 0.6746 0.046 Uiso 0.3 1 calc GR . P E 2
C4B' C 0.8141(13) 0.9032(17) 0.5981(11) 0.058(4) Uani 0.3 1 d D U P F 2
H4BA H 0.7921 0.9700 0.5649 0.069 Uiso 0.3 1 calc R . P F 2
H4BB H 0.7756 0.8701 0.6296 0.069 Uiso 0.3 1 calc R . P F 2
C5B C 0.8432(8) 1.0078(8) 0.6247(8) 0.099(4) Uani 0.7 1 d D U P F 1
H5BA H 0.8033 1.0385 0.5868 0.149 Uiso 0.7 1 calc GR . P F 1
H5BB H 0.8911 1.0212 0.6039 0.149 Uiso 0.7 1 calc GR . P F 1
H5BC H 0.8424 1.0501 0.6755 0.149 Uiso 0.7 1 calc GR . P F 1
C5B' C 0.8778(17) 0.947(2) 0.6512(17) 0.099(4) Uani 0.3 1 d D U P F 2
H5BD H 0.9114 0.9920 0.6202 0.149 Uiso 0.3 1 calc GR . P F 2
H5BE H 0.9042 0.8782 0.6769 0.149 Uiso 0.3 1 calc GR . P F 2
H5BF H 0.8601 0.9998 0.6917 0.149 Uiso 0.3 1 calc GR . P F 2
C4B C 0.8325(5) 0.8773(6) 0.6370(6) 0.051(2) Uani 0.7 1 d D U P F 1
H4BC H 0.8618 0.8517 0.6866 0.061 Uiso 0.7 1 calc R . P F 1
H4BD H 0.7796 0.8613 0.6427 0.061 Uiso 0.7 1 calc R . P F 1
N2B N 0.8554(7) 0.8079(4) 0.5703(5) 0.043(2) Uani 0.7 1 d D U P F 1
H2B H 0.8783 0.8449 0.5339 0.052 Uiso 0.7 1 calc R . P F 1
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
S1B 0.0396(6) 0.0379(6) 0.0266(5) -0.0074(4) 0.0162(4) -0.0039(5)
S1A 0.0672(8) 0.0233(5) 0.0493(7) 0.0096(5) 0.0397(6) -0.0010(5)
O1A 0.0428(16) 0.0155(13) 0.0302(14) 0.0020(11) 0.0194(12) 0.0014(11)
O2A 0.0434(17) 0.0190(13) 0.0316(15) 0.0027(11) 0.0234(13) 0.0023(12)
O4A 0.0327(15) 0.0282(15) 0.0373(16) 0.0117(13) 0.0123(12) -0.0052(12)
N3A 0.0340(17) 0.0175(15) 0.0226(15) 0.0037(12) 0.0117(13) -0.0014(13)
N5A 0.0316(17) 0.0158(15) 0.0206(15) 0.0000(12) 0.0109(12) -0.0019(12)
N3B 0.0285(16) 0.0227(16) 0.0252(15) -0.0042(12) 0.0106(13) -0.0007(13)
N4A 0.0386(18) 0.0167(15) 0.0210(15) -0.0024(12) 0.0143(13) -0.0038(13)
O3A 0.091(3) 0.0264(16) 0.048(2) 0.0102(15) 0.049(2) 0.0118(17)
N1A 0.0325(18) 0.0161(15) 0.0340(18) 0.0021(13) 0.0145(14) -0.0019(13)
N2A 0.0366(19) 0.0187(16) 0.0351(18) -0.0077(14) 0.0165(15) -0.0033(14)
O3B 0.0406(19) 0.068(2) 0.047(2) 0.0133(18) 0.0224(15) 0.0152(17)
N5B 0.0349(18) 0.0187(15) 0.0398(19) -0.0033(13) 0.0174(15) -0.0045(13)
N4B 0.045(2) 0.0273(18) 0.0345(19) -0.0062(15) 0.0267(16) -0.0043(16)
N1B 0.0378(19) 0.0250(17) 0.042(2) -0.0150(15) 0.0175(16) -0.0053(14)
C2A 0.0243(18) 0.0177(17) 0.0199(17) 0.0014(13) 0.0055(14) -0.0007(14)
C2B 0.0286(19) 0.0232(18) 0.0278(18) -0.0050(15) 0.0106(15) -0.0022(15)
C10A 0.032(2) 0.0161(17) 0.0280(19) -0.0011(15) 0.0124(16) -0.0023(15)
C1B 0.0236(18) 0.0280(19) 0.0271(18) -0.0070(15) 0.0093(14) -0.0032(15)
C3A 0.0254(18) 0.0181(17) 0.0263(18) 0.0019(14) 0.0043(14) -0.0013(14)
C11A 0.040(2) 0.0176(18) 0.029(2) -0.0006(15) 0.0198(17) -0.0018(16)
C12A 0.035(2) 0.0178(18) 0.0245(18) -0.0031(15) 0.0115(16) -0.0054(16)
C13A 0.045(2) 0.0189(18) 0.0228(18) -0.0017(15) 0.0121(17) -0.0047(17)
C6A 0.045(2) 0.0215(19) 0.0263(19) -0.0071(16) 0.0201(17) -0.0061(17)
C1A 0.030(2) 0.0185(18) 0.033(2) 0.0067(15) 0.0141(16) -0.0006(15)
O1B 0.065(3) 0.053(4) 0.055(5) 0.014(3) 0.029(3) -0.009(3)
C9B 0.051(3) 0.032(2) 0.028(2) 0.0030(17) 0.0121(19) -0.008(2)
C3B 0.036(2) 0.025(2) 0.053(3) -0.0128(18) 0.0161(19) -0.0078(17)
C6B 0.049(3) 0.028(2) 0.037(2) -0.0110(18) 0.022(2) -0.0017(19)
O2B 0.067(4) 0.042(3) 0.063(3) 0.005(2) 0.028(3) -0.016(2)
C8B 0.057(3) 0.040(3) 0.047(3) -0.017(2) 0.017(2) 0.002(2)
C7A 0.056(3) 0.051(3) 0.053(3) -0.027(3) 0.006(2) -0.004(3)
C9A 0.072(4) 0.023(2) 0.078(4) 0.014(2) 0.045(3) -0.001(2)
C7B 0.059(3) 0.049(3) 0.060(3) -0.002(3) 0.002(3) -0.006(3)
C0 0.054(3) 0.085(6) 0.035(3) 0.016(3) 0.024(3) 0.015(5)
C013 0.078(5) 0.066(4) 0.041(3) -0.005(3) 0.032(3) 0.005(4)
O4B 0.155(7) 0.098(6) 0.075(6) -0.027(5) 0.079(6) -0.025(6)
C8A 0.070(4) 0.052(4) 0.087(5) -0.010(3) 0.017(3) 0.004(3)
C10B 0.042(4) 0.057(4) 0.057(4) 0.001(3) 0.020(3) -0.006(3)
C12B 0.078(5) 0.066(4) 0.041(3) -0.005(3) 0.032(3) 0.005(4)
C4 0.032(3) 0.048(3) 0.042(3) -0.013(2) 0.020(2) 0.003(2)
C11B 0.032(3) 0.048(3) 0.042(3) -0.013(2) 0.020(2) 0.003(2)
C3 0.042(4) 0.057(4) 0.057(4) 0.001(3) 0.020(3) -0.006(3)
O2B' 0.067(4) 0.042(3) 0.063(3) 0.005(2) 0.028(3) -0.016(2)
O1B' 0.065(3) 0.053(4) 0.055(5) 0.014(3) 0.029(3) -0.009(3)
C13B 0.054(3) 0.085(6) 0.035(3) 0.016(3) 0.024(3) 0.015(5)
O3B' 0.155(7) 0.098(6) 0.075(6) -0.027(5) 0.079(6) -0.025(6)
C4A 0.048(3) 0.024(2) 0.078(4) -0.015(2) 0.030(3) -0.007(2)
C5A 0.037(4) 0.016(3) 0.091(6) -0.007(3) 0.001(4) 0.004(3)
N2B' 0.046(6) 0.0203(19) 0.064(6) -0.020(2) 0.014(5) -0.0112(18)
C1 0.045(8) 0.023(6) 0.025(6) -0.013(5) 0.015(6) -0.001(6)
C4B' 0.111(11) 0.023(7) 0.046(8) -0.006(6) 0.042(7) -0.006(6)
C5B 0.166(10) 0.027(4) 0.099(7) -0.019(4) -0.011(7) -0.006(4)
C5B' 0.166(10) 0.027(4) 0.099(7) -0.019(4) -0.011(7) -0.006(4)
C4B 0.073(5) 0.019(3) 0.062(5) -0.022(3) 0.007(4) -0.001(3)
N2B 0.046(6) 0.0203(19) 0.064(6) -0.020(2) 0.014(5) -0.0112(18)
_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
S1B C1B 1.742(4) . ?
S1B C9B 1.798(5) . ?
S1A C1A 1.739(4) . ?
S1A C9A 1.797(5) . ?
O1A C10A 1.288(5) . ?
O2A C10A 1.228(5) . ?
O4A H4AE 0.8400 . ?
O4A C13A 1.303(5) . ?
N3A C2A 1.332(5) . ?
N3A C1A 1.330(5) . ?
N5A H5A 0.8800 . ?
N5A C2A 1.365(5) . ?
N5A C3A 1.360(5) . ?
N3B C2B 1.342(5) . ?
N3B C1B 1.327(5) . ?
N4A H4A 0.8800 . ?
N4A C2A 1.316(5) . ?
N4A C6A 1.468(5) . ?
O3A C13A 1.212(5) . ?
N1A C3A 1.337(5) . ?
N1A C1A 1.327(5) . ?
N2A H2A 0.8800 . ?
N2A C3A 1.318(5) . ?
N2A C4A 1.472(5) . ?
O3B C0 1.210(8) . ?
O3B C13B 1.211(8) . ?
N5B H5B 0.8800 . ?
N5B C2B 1.352(5) . ?
N5B C3B 1.361(5) . ?
N4B H4B 0.8800 . ?
N4B C2B 1.313(5) . ?
N4B C6B 1.474(5) . ?
N1B C1B 1.328(5) . ?
N1B C3B 1.343(6) . ?
C10A C11A 1.501(5) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.316(6) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.483(5) . ?
C6A H6A 1.0000 . ?
C6A C7A 1.487(7) . ?
C6A C8A 1.550(8) . ?
O1B C10B 1.208(12) . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?
C3B N2B' 1.324(6) . ?
C3B N2B 1.324(6) . ?
C6B H6B 1.0000 . ?
C6B C8B 1.507(6) . ?
C6B C7B 1.478(8) . ?
O2B C10B 1.201(11) . ?
C8B H8BA 0.9800 . ?
C8B H8BB 0.9800 . ?
C8B H8BC 0.9800 . ?
C7A H7AA 0.9800 . ?
C7A H7AB 0.9800 . ?
C7A H7AC 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C7B H7BA 0.9800 . ?
C7B H7BB 0.9800 . ?
C7B H7BC 0.9800 . ?
C0 C013 1.29(3) . ?
C0 O3B' 1.25(3) . ?
C013 H013 0.9500 . ?
C013 C4 1.45(3) . ?
O4B H4BE 0.8400 . ?
O4B C13B 1.319(13) . ?
C8A H8AA 0.9800 . ?
C8A H8AB 0.9800 . ?
C8A H8AC 0.9800 . ?
C10B C11B 1.590(11) . ?
C12B H12B 0.9500 . ?
C12B C11B 1.159(13) . ?
C12B C13B 1.500(10) . ?
C4 H4 0.9500 . ?
C4 C3 1.47(3) . ?
C11B H11B 0.9500 . ?
C3 O2B' 1.25(3) . ?
C3 O1B' 1.27(3) . ?
O3B' H3B' 0.8400 . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C4A H4AC 0.9900 . ?
C4A H4AD 0.9900 . ?
C4A C5A 1.426(9) . ?
C4A C1 1.471(13) . ?
C5A H5AA 0.9800 . ?
C5A H5AB 0.9800 . ?
C5A H5AC 0.9800 . ?
N2B' H2B' 0.8800 . ?
N2B' C4B' 1.49(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C4B' H4BA 0.9900 . ?
C4B' H4BB 0.9900 . ?
C4B' C5B' 1.473(19) . ?
C5B H5BA 0.9800 . ?
C5B H5BB 0.9800 . ?
C5B H5BC 0.9800 . ?
C5B C4B 1.479(11) . ?
C5B' H5BD 0.9800 . ?
C5B' H5BE 0.9800 . ?
C5B' H5BF 0.9800 . ?
C4B H4BC 0.9900 . ?
C4B H4BD 0.9900 . ?
C4B N2B 1.460(12) . ?
N2B H2B 0.8800 . ?
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
C1B S1B C9B 101.65(19) . . ?
C1A S1A C9A 102.7(2) . . ?
C13A O4A H4AE 109.5 . . ?
C1A N3A C2A 114.6(3) . . ?
C2A N5A H5A 120.1 . . ?
C3A N5A H5A 120.1 . . ?
C3A N5A C2A 119.8(3) . . ?
C1B N3B C2B 114.3(3) . . ?
C2A N4A H4A 117.9 . . ?
C2A N4A C6A 124.2(3) . . ?
C6A N4A H4A 117.9 . . ?
C1A N1A C3A 114.6(3) . . ?
C3A N2A H2A 118.2 . . ?
C3A N2A C4A 123.6(4) . . ?
C4A N2A H2A 118.2 . . ?
C2B N5B H5B 120.4 . . ?
C2B N5B C3B 119.1(4) . . ?
C3B N5B H5B 120.4 . . ?
C2B N4B H4B 118.6 . . ?
C2B N4B C6B 122.8(3) . . ?
C6B N4B H4B 118.6 . . ?
C1B N1B C3B 114.2(3) . . ?
N3A C2A N5A 120.9(3) . . ?
N4A C2A N3A 121.7(3) . . ?
N4A C2A N5A 117.4(3) . . ?
N3B C2B N5B 121.7(3) . . ?
N4B C2B N3B 119.8(4) . . ?
N4B C2B N5B 118.5(4) . . ?
O1A C10A C11A 115.4(3) . . ?
O2A C10A O1A 124.4(3) . . ?
O2A C10A C11A 120.1(3) . . ?
N3B C1B S1B 118.4(3) . . ?
N3B C1B N1B 129.0(4) . . ?
N1B C1B S1B 112.6(3) . . ?
N1A C3A N5A 120.9(3) . . ?
N2A C3A N5A 119.0(3) . . ?
N2A C3A N1A 120.1(3) . . ?
C10A C11A H11A 118.6 . . ?
C12A C11A C10A 122.7(4) . . ?
C12A C11A H11A 118.6 . . ?
C11A C12A H12A 119.9 . . ?
C11A C12A C13A 120.2(4) . . ?
C13A C12A H12A 119.9 . . ?
O4A C13A C12A 112.7(3) . . ?
O3A C13A O4A 124.0(4) . . ?
O3A C13A C12A 123.3(4) . . ?
N4A C6A H6A 110.0 . . ?
N4A C6A C7A 110.1(4) . . ?
N4A C6A C8A 109.2(4) . . ?
C7A C6A H6A 110.0 . . ?
C7A C6A C8A 107.5(4) . . ?
C8A C6A H6A 110.0 . . ?
N3A C1A S1A 112.3(3) . . ?
N1A C1A S1A 118.7(3) . . ?
N1A C1A N3A 129.0(3) . . ?
S1B C9B H9BA 109.5 . . ?
S1B C9B H9BB 109.5 . . ?
S1B C9B H9BC 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
N1B C3B N5B 121.5(4) . . ?
N2B' C3B N5B 110.3(15) . . ?
N2B' C3B N1B 126.7(16) . . ?
N2B C3B N5B 120.4(7) . . ?
N2B C3B N1B 117.9(7) . . ?
N4B C6B H6B 108.2 . . ?
N4B C6B C8B 108.9(4) . . ?
N4B C6B C7B 110.8(4) . . ?
C8B C6B H6B 108.2 . . ?
C7B C6B H6B 108.2 . . ?
C7B C6B C8B 112.4(4) . . ?
C6B C8B H8BA 109.5 . . ?
C6B C8B H8BB 109.5 . . ?
C6B C8B H8BC 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
C6A C7A H7AA 109.5 . . ?
C6A C7A H7AB 109.5 . . ?
C6A C7A H7AC 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
S1A C9A H9AA 109.5 . . ?
S1A C9A H9AB 109.5 . . ?
S1A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C6B C7B H7BA 109.5 . . ?
C6B C7B H7BB 109.5 . . ?
C6B C7B H7BC 109.5 . . ?
H7BA C7B H7BB 109.5 . . ?
H7BA C7B H7BC 109.5 . . ?
H7BB C7B H7BC 109.5 . . ?
O3B C0 C013 125(2) . . ?
O3B C0 O3B' 110(2) . . ?
O3B' C0 C013 124.5(18) . . ?
C0 C013 H013 121.5 . . ?
C0 C013 C4 117(2) . . ?
C4 C013 H013 121.5 . . ?
C13B O4B H4BE 109.5 . . ?
C6A C8A H8AA 109.5 . . ?
C6A C8A H8AB 109.5 . . ?
C6A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
O1B C10B C11B 119.2(8) . . ?
O2B C10B O1B 120.7(9) . . ?
O2B C10B C11B 120.1(8) . . ?
C11B C12B H12B 120.9 . . ?
C11B C12B C13B 118.1(9) . . ?
C13B C12B H12B 120.9 . . ?
C013 C4 H4 116.2 . . ?
C013 C4 C3 128(2) . . ?
C3 C4 H4 116.2 . . ?
C10B C11B H11B 118.7 . . ?
C12B C11B C10B 122.6(8) . . ?
C12B C11B H11B 118.7 . . ?
O2B' C3 C4 119(2) . . ?
O2B' C3 O1B' 120(2) . . ?
O1B' C3 C4 120(2) . . ?
O3B C13B O4B 128.3(8) . . ?
O3B C13B C12B 126.1(9) . . ?
O4B C13B C12B 105.6(8) . . ?
C0 O3B' H3B' 109.5 . . ?
N2A C4A H4AA 108.7 . . ?
N2A C4A H4AB 108.7 . . ?
N2A C4A H4AC 109.1 . . ?
N2A C4A H4AD 109.1 . . ?
H4AA C4A H4AB 107.6 . . ?
H4AC C4A H4AD 107.9 . . ?
C5A C4A N2A 114.1(5) . . ?
C5A C4A H4AA 108.7 . . ?
C5A C4A H4AB 108.7 . . ?
C1 C4A N2A 112.4(7) . . ?
C1 C4A H4AC 109.1 . . ?
C1 C4A H4AD 109.1 . . ?
C4A C5A H5AA 109.5 . . ?
C4A C5A H5AB 109.5 . . ?
C4A C5A H5AC 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
C3B N2B' H2B' 117.5 . . ?
C3B N2B' C4B' 125(2) . . ?
C4B' N2B' H2B' 117.5 . . ?
C4A C1 H1A 109.5 . . ?
C4A C1 H1B 109.5 . . ?
C4A C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2B' C4B' H4BA 110.3 . . ?
N2B' C4B' H4BB 110.3 . . ?
H4BA C4B' H4BB 108.5 . . ?
C5B' C4B' N2B' 107(2) . . ?
C5B' C4B' H4BA 110.3 . . ?
C5B' C4B' H4BB 110.3 . . ?
H5BA C5B H5BB 109.5 . . ?
H5BA C5B H5BC 109.5 . . ?
H5BB C5B H5BC 109.5 . . ?
C4B C5B H5BA 109.5 . . ?
C4B C5B H5BB 109.5 . . ?
C4B C5B H5BC 109.5 . . ?
C4B' C5B' H5BD 109.5 . . ?
C4B' C5B' H5BE 109.5 . . ?
C4B' C5B' H5BF 109.5 . . ?
H5BD C5B' H5BE 109.5 . . ?
H5BD C5B' H5BF 109.5 . . ?
H5BE C5B' H5BF 109.5 . . ?
C5B C4B H4BC 109.4 . . ?
C5B C4B H4BD 109.4 . . ?
H4BC C4B H4BD 108.0 . . ?
N2B C4B C5B 110.9(9) . . ?
N2B C4B H4BC 109.4 . . ?
N2B C4B H4BD 109.4 . . ?
C3B N2B C4B 121.9(9) . . ?
C3B N2B H2B 119.1 . . ?
C4B N2B H2B 119.1 . . ?
_shelx_res_file
;
amt_fum_120k.res created by SHELXL-2014/7
TITL 10741sadabs_a.res in P2(1)/c
REM Old TITL 10741sadabs_a.res in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.276, Rweak 0.018, Alpha 0.055, Orientation as input
REM Formula found by SHELXT: C33 N6 O3B' S2
CELL 0.71073 18.1319 11.1046 16.9204 90 95.693 90
ZERR 4 0.0032 0.002 0.003 0 0.003 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O S
UNIT 104 168 40 32 8
DFIX 0.95 O3B' H3B'
SADI 0.002 O3B C0 O3B C13B
SADI 0.002 N2B' C3B N2B C3B
SADI C5B' C4B' C5B C4B
RIGU N2B' C4B' C5B'
RIGU O3B' C0 C013 C4 C3 O2B' O1B'
RIGU N1B C1B N3B C2B N5B C3B
RIGU O1B C10B O2B C11B C12B C13B O4B
RIGU N2B C4B C5B
EADP C3 C10B
EADP O2B' O2B
EADP O1B' O1B
EADP C13B C0
EADP C5B' C5B
EADP N2B' N2B
EADP C013 C12B
EADP O3B' O4B
EADP C4 C11B
L.S. 7
PLAN 60
SIZE 0.121 0.123 0.277
TEMP -153.15
BOND $H
list 4
fmap 2 53
acta
SHEL 10 0.81
REM
REM
REM
WGHT 0.077000 15.138000
FVAR 0.14460
S1B 5 0.753327 0.451719 0.684309 11.00000 0.03961 0.03791 =
0.02657 -0.00740 0.01620 -0.00389
S1A 5 0.744946 0.604796 0.305871 11.00000 0.06718 0.02335 =
0.04934 0.00964 0.03968 -0.00098
O1A 4 0.548193 0.335132 0.594123 11.00000 0.04278 0.01546 =
0.03022 0.00198 0.01938 0.00136
O2A 4 0.605273 0.160426 0.578529 11.00000 0.04340 0.01899 =
0.03163 0.00272 0.02344 0.00226
O4A 4 0.539824 -0.063866 0.819193 11.00000 0.03267 0.02824 =
0.03731 0.01168 0.01228 -0.00519
AFIX 147
H4AE 2 0.509700 -0.094380 0.848111 11.00000 -1.50000
AFIX 0
N3A 3 0.693777 0.425715 0.378431 11.00000 0.03403 0.01748 =
0.02258 0.00368 0.01168 -0.00142
N5A 3 0.632171 0.444595 0.493356 11.00000 0.03160 0.01577 =
0.02059 -0.00002 0.01087 -0.00193
AFIX 43
H5A 2 0.606893 0.410950 0.529279 11.00000 -1.20000
AFIX 0
N3B 3 0.822860 0.448215 0.554117 11.00000 0.02850 0.02269 =
0.02516 -0.00423 0.01064 -0.00074
N4A 3 0.650600 0.258161 0.440652 11.00000 0.03864 0.01672 =
0.02100 -0.00244 0.01429 -0.00378
AFIX 43
H4A 2 0.629921 0.229418 0.481614 11.00000 -1.20000
AFIX 0
O3A 4 0.463135 0.092364 0.816823 11.00000 0.09072 0.02643 =
0.04802 0.01019 0.04869 0.01176
N1A 3 0.681076 0.618450 0.439503 11.00000 0.03249 0.01611 =
0.03398 0.00212 0.01449 -0.00188
N2A 3 0.619087 0.630415 0.551500 11.00000 0.03660 0.01871 =
0.03513 -0.00772 0.01655 -0.00334
AFIX 43
H2A 2 0.592789 0.594004 0.585413 11.00000 -1.20000
AFIX 0
O3B 4 0.988870 0.988784 0.143663 11.00000 0.04064 0.06835 =
0.04748 0.01333 0.02240 0.01519
N5B 3 0.868674 0.627334 0.503098 11.00000 0.03494 0.01873 =
0.03976 -0.00335 0.01745 -0.00454
AFIX 43
H5B 2 0.890744 0.664517 0.466004 11.00000 -1.20000
AFIX 0
N4B 3 0.888233 0.445738 0.444515 11.00000 0.04520 0.02732 =
0.03453 -0.00620 0.02672 -0.00427
AFIX 43
H4B 2 0.915575 0.484416 0.412630 11.00000 -1.20000
AFIX 0
N1B 3 0.808432 0.636160 0.620370 11.00000 0.03775 0.02499 =
0.04171 -0.01503 0.01745 -0.00534
C2A 1 0.659644 0.375510 0.436319 11.00000 0.02427 0.01775 =
0.01990 0.00137 0.00552 -0.00069
C2B 1 0.860283 0.506393 0.501137 11.00000 0.02855 0.02316 =
0.02777 -0.00502 0.01063 -0.00217
C10A 1 0.563806 0.225021 0.613066 11.00000 0.03210 0.01611 =
0.02801 -0.00111 0.01238 -0.00231
C1B 1 0.800269 0.518131 0.610575 11.00000 0.02363 0.02801 =
0.02713 -0.00699 0.00926 -0.00322
C3A 1 0.643968 0.565552 0.494516 11.00000 0.02539 0.01813 =
0.02627 0.00189 0.00428 -0.00134
C11A 1 0.527440 0.176983 0.682458 11.00000 0.04047 0.01756 =
0.02874 -0.00061 0.01979 -0.00179
AFIX 43
H11A 2 0.484024 0.215759 0.696857 11.00000 -1.20000
AFIX 0
C12A 1 0.553188 0.083354 0.724211 11.00000 0.03524 0.01784 =
0.02451 -0.00313 0.01149 -0.00542
AFIX 43
H12A 2 0.596910 0.044019 0.711186 11.00000 -1.20000
AFIX 0
C13A 1 0.514161 0.039063 0.791531 11.00000 0.04500 0.01889 =
0.02277 -0.00173 0.01206 -0.00474
C6A 1 0.672815 0.172163 0.381502 11.00000 0.04503 0.02148 =
0.02629 -0.00705 0.02013 -0.00614
AFIX 13
H6A 2 0.697352 0.215672 0.339468 11.00000 -1.20000
AFIX 0
C1A 1 0.701253 0.544648 0.383860 11.00000 0.03049 0.01851 =
0.03287 0.00673 0.01408 -0.00064
PART 1
O1B 4 0.925625 0.736118 0.374249 10.70000 0.06452 0.05342 =
0.05498 0.01422 0.02851 -0.00853
PART 0
C9B 1 0.759910 0.294555 0.660441 11.00000 0.05092 0.03174 =
0.02761 0.00297 0.01214 -0.00781
AFIX 137
H9BA 2 0.736274 0.280252 0.606634 11.00000 -1.50000
H9BB 2 0.734847 0.246715 0.698453 11.00000 -1.50000
H9BC 2 0.812198 0.271037 0.663227 11.00000 -1.50000
AFIX 0
C3B 1 0.842520 0.690848 0.563234 11.00000 0.03592 0.02540 =
0.05290 -0.01279 0.01613 -0.00775
C6B 1 0.875766 0.315646 0.432081 11.00000 0.04869 0.02791 =
0.03674 -0.01104 0.02158 -0.00169
AFIX 13
H6B 2 0.828684 0.293401 0.454630 11.00000 -1.20000
AFIX 0
PART 1
O2B 4 0.899302 0.907353 0.414985 10.70000 0.06724 0.04198 =
0.06332 0.00472 0.02768 -0.01611
PART 0
C8B 1 0.866232 0.290468 0.344129 11.00000 0.05686 0.04050 =
0.04739 -0.01726 0.01662 0.00152
AFIX 137
H8BA 2 0.823704 0.335973 0.319454 11.00000 -1.50000
H8BB 2 0.857688 0.204161 0.335270 11.00000 -1.50000
H8BC 2 0.911106 0.314900 0.320476 11.00000 -1.50000
AFIX 0
C7A 1 0.606937 0.105331 0.345073 11.00000 0.05554 0.05050 =
0.05307 -0.02689 0.00602 -0.00390
AFIX 137
H7AA 2 0.585474 0.058054 0.386012 11.00000 -1.50000
H7AB 2 0.621917 0.051251 0.303773 11.00000 -1.50000
H7AC 2 0.570007 0.162646 0.321426 11.00000 -1.50000
AFIX 0
C9A 1 0.738101 0.764140 0.322016 11.00000 0.07241 0.02277 =
0.07837 0.01447 0.04467 -0.00093
AFIX 137
H9AA 2 0.757817 0.807516 0.278262 11.00000 -1.50000
H9AB 2 0.766725 0.785662 0.372211 11.00000 -1.50000
H9AC 2 0.686027 0.786160 0.324380 11.00000 -1.50000
AFIX 0
C7B 1 0.936728 0.244979 0.473934 11.00000 0.05930 0.04936 =
0.05959 -0.00158 0.00242 -0.00556
AFIX 137
H7BA 2 0.983174 0.263420 0.451392 11.00000 -1.50000
H7BB 2 0.925847 0.158867 0.467669 11.00000 -1.50000
H7BC 2 0.941588 0.265786 0.530497 11.00000 -1.50000
AFIX 0
PART 2
C0 1 0.978281 1.007867 0.212052 10.30000 0.05386 0.08458 =
0.03512 0.01617 0.02373 0.01469
C013 1 0.948269 0.932835 0.257517 10.30000 0.07750 0.06576 =
0.04063 -0.00518 0.03153 0.00462
AFIX 43
H013 2 0.922256 0.863782 0.236609 10.30000 -1.20000
AFIX 0
PART 0
PART 1
O4B 4 0.998290 1.162234 0.215832 10.70000 0.15513 0.09750 =
0.07517 -0.02675 0.07866 -0.02464
AFIX 147
H4BE 2 1.021725 1.188577 0.179064 10.70000 -1.50000
AFIX 0
PART 0
C8A 1 0.726897 0.078547 0.423244 11.00000 0.06959 0.05160 =
0.08710 -0.01034 0.01690 0.00430
AFIX 137
H8AA 2 0.770604 0.120059 0.448871 11.00000 -1.50000
H8AB 2 0.742253 0.021469 0.383849 11.00000 -1.50000
H8AC 2 0.702019 0.034937 0.463398 11.00000 -1.50000
AFIX 0
PART 1
C10B 1 0.920455 0.843699 0.364455 10.70000 0.04208 0.05682 =
0.05660 0.00146 0.01989 -0.00615
C12B 1 0.950627 1.004089 0.276338 10.70000 0.07750 0.06576 =
0.04063 -0.00518 0.03153 0.00462
AFIX 43
H12B 2 0.936282 1.059165 0.314961 10.70000 -1.20000
AFIX 0
PART 0
PART 2
C4 1 0.956030 0.958654 0.342033 10.30000 0.03221 0.04778 =
0.04225 -0.01328 0.01957 0.00314
AFIX 43
H4 2 0.979246 1.032782 0.357644 10.30000 -1.20000
AFIX 0
PART 0
PART 1
C11B 1 0.944805 0.901080 0.284957 10.70000 0.03221 0.04778 =
0.04225 -0.01328 0.01957 0.00314
AFIX 43
H11B 2 0.954979 0.848916 0.242881 10.70000 -1.20000
AFIX 0
PART 0
PART 2
C3 1 0.932115 0.883343 0.406304 10.30000 0.04208 0.05682 =
0.05660 0.00146 0.01989 -0.00615
O2B' 4 0.906258 0.933415 0.463996 10.30000 0.06724 0.04198 =
0.06332 0.00472 0.02768 -0.01611
O1B' 4 0.924986 0.770695 0.396493 10.30000 0.06452 0.05342 =
0.05498 0.01422 0.02851 -0.00853
PART 0
PART 1
C13B 1 0.981458 1.047968 0.202462 10.70000 0.05386 0.08458 =
0.03512 0.01617 0.02373 0.01469
PART 0
PART 2
O3B' 4 1.007961 1.104879 0.234888 10.30000 0.15513 0.09750 =
0.07517 -0.02675 0.07866 -0.02464
AFIX 147
H3B' 2 1.034401 1.130310 0.200400 10.30000 0.08614
AFIX 0
PART 0
C4A 1 0.632899 0.760423 0.561493 11.00000 0.04767 0.02437 =
0.07780 -0.01461 0.03044 -0.00675
PART 1
AFIX 23
H4AA 2 0.639264 0.779186 0.618964 10.70000 -1.20000
H4AB 2 0.679913 0.780560 0.539371 10.70000 -1.20000
AFIX 23
PART 0
PART 2
H4AC 2 0.680225 0.780945 0.540155 10.30000 -1.20000
H4AD 2 0.592825 0.805530 0.530380 10.30000 -1.20000
AFIX 0
PART 0
PART 1
C5A 1 0.575425 0.834736 0.524251 10.70000 0.03745 0.01634 =
0.09096 -0.00746 0.00100 0.00396
AFIX 137
H5AA 2 0.572697 0.824147 0.466535 10.70000 -1.50000
H5AB 2 0.586114 0.919247 0.537570 10.70000 -1.50000
H5AC 2 0.527969 0.811879 0.543056 10.70000 -1.50000
AFIX 0
PART 0
PART 2
N2B' 3 0.842087 0.807511 0.547031 10.30000 0.04577 0.02030 =
0.06450 -0.01979 0.01426 -0.01119
AFIX 43
H2B' 2 0.859669 0.830261 0.502743 10.30000 -1.20000
AFIX 0
C1 1 0.636518 0.798197 0.645126 10.30000 0.04511 0.02332 =
0.02530 -0.01289 0.01458 -0.00132
AFIX 137
H1A 2 0.592199 0.769935 0.668293 10.30000 -1.50000
H1B 2 0.639004 0.886251 0.648222 10.30000 -1.50000
H1C 2 0.680762 0.763568 0.674573 10.30000 -1.50000
AFIX 0
C4B' 1 0.814087 0.903224 0.598099 10.30000 0.11064 0.02314 =
0.04650 -0.00617 0.04185 -0.00604
AFIX 23
H4BA 2 0.792101 0.970004 0.564892 10.30000 -1.20000
H4BB 2 0.775584 0.870131 0.629588 10.30000 -1.20000
AFIX 0
PART 0
PART 1
C5B 1 0.843235 1.007798 0.624742 10.70000 0.16642 0.02686 =
0.09926 -0.01911 -0.01125 -0.00615
AFIX 137
H5BA 2 0.803322 1.038492 0.586774 10.70000 -1.50000
H5BB 2 0.891080 1.021229 0.603866 10.70000 -1.50000
H5BC 2 0.842434 1.050110 0.675477 10.70000 -1.50000
AFIX 0
PART 0
PART 2
C5B' 1 0.877778 0.946948 0.651172 10.30000 0.16642 0.02686 =
0.09926 -0.01911 -0.01125 -0.00615
AFIX 137
H5BD 2 0.911398 0.991963 0.620155 10.30000 -1.50000
H5BE 2 0.904173 0.878217 0.676950 10.30000 -1.50000
H5BF 2 0.860133 0.999751 0.691718 10.30000 -1.50000
AFIX 0
PART 0
PART 1
C4B 1 0.832472 0.877337 0.636981 10.70000 0.07276 0.01875 =
0.06188 -0.02169 0.00669 -0.00072
AFIX 23
H4BC 2 0.861828 0.851707 0.686583 10.70000 -1.20000
H4BD 2 0.779564 0.861258 0.642721 10.70000 -1.20000
AFIX 0
N2B 3 0.855354 0.807913 0.570335 10.70000 0.04577 0.02030 =
0.06450 -0.01979 0.01426 -0.01119
AFIX 43
H2B 2 0.878325 0.844912 0.533850 10.70000 -1.20000
AFIX 0
HKLF 4
REM 10741sadabs_a.res in P2(1)/c
REM R1 = 0.0950 for 6114 Fo > 4sig(Fo) and 0.1004 for all 6669 data
REM 474 parameters refined using 130 restraints
END
WGHT 0.0669 14.6748
REM Highest difference peak 1.511, deepest hole -0.657, 1-sigma level 0.091
Q1 1 0.5789 0.8252 0.5923 11.00000 0.05 1.34
Q2 1 0.7668 1.0001 0.5445 11.00000 0.05 1.16
Q3 1 0.6171 0.7609 0.5127 11.00000 0.05 0.50
Q4 1 0.7444 0.5788 0.2663 11.00000 0.05 0.43
Q5 1 0.9552 1.1735 0.1944 11.00000 0.05 0.39
Q6 1 0.9849 0.9861 0.1868 11.00000 0.05 0.39
Q7 1 0.7840 0.6323 0.3221 11.00000 0.05 0.36
Q8 1 1.0210 1.1890 0.1986 11.00000 0.05 0.36
Q9 1 0.5781 0.8657 0.5172 11.00000 0.05 0.35
Q10 1 0.9213 0.3358 0.4551 11.00000 0.05 0.35
Q11 1 0.5061 0.1079 0.8413 11.00000 0.05 0.35
Q12 1 0.7538 0.3711 0.6613 11.00000 0.05 0.35
Q13 1 0.7237 0.5764 0.3413 11.00000 0.05 0.34
Q14 1 0.9767 0.7231 0.4060 11.00000 0.05 0.34
Q15 1 0.9272 0.6780 0.3815 11.00000 0.05 0.33
Q16 1 0.9496 0.8573 0.3078 11.00000 0.05 0.33
Q17 1 0.9800 0.9274 0.1292 11.00000 0.05 0.32
Q18 1 0.8419 0.8394 0.5988 11.00000 0.05 0.31
Q19 1 0.6229 0.0469 0.3825 11.00000 0.05 0.31
Q20 1 0.6577 0.2208 0.4087 11.00000 0.05 0.29
Q21 1 0.9204 0.7352 0.3377 11.00000 0.05 0.28
Q22 1 1.0149 0.9145 0.1644 11.00000 0.05 0.27
Q23 1 0.8995 0.4617 0.4967 11.00000 0.05 0.27
Q24 1 0.5915 0.8152 0.6593 11.00000 0.05 0.26
Q25 1 0.7564 0.4930 0.6409 11.00000 0.05 0.25
Q26 1 0.5966 0.7973 0.4604 11.00000 0.05 0.25
Q27 1 0.5326 0.3456 0.6208 11.00000 0.05 0.25
Q28 1 0.8389 0.9993 0.6452 11.00000 0.05 0.25
Q29 1 0.7022 0.3953 0.3441 11.00000 0.05 0.24
Q30 1 0.7202 0.1562 0.3828 11.00000 0.05 0.24
Q31 1 0.8251 0.3817 0.5640 11.00000 0.05 0.24
Q32 1 0.8805 0.9426 0.3816 11.00000 0.05 0.24
Q33 1 0.6760 0.5835 0.4001 11.00000 0.05 0.23
Q34 1 0.6610 0.6943 0.4160 11.00000 0.05 0.22
Q35 1 0.5163 0.3080 0.5619 11.00000 0.05 0.22
Q36 1 0.5790 0.1395 0.5429 11.00000 0.05 0.22
Q37 1 1.0014 0.9029 0.3124 11.00000 0.05 0.21
Q38 1 0.9277 0.6965 0.4368 11.00000 0.05 0.21
Q39 1 0.7201 0.6625 0.2997 11.00000 0.05 0.21
Q40 1 0.7822 0.4602 0.7531 11.00000 0.05 0.21
Q41 1 0.5913 0.9148 0.6173 11.00000 0.05 0.21
Q42 1 0.6777 0.3980 0.4046 11.00000 0.05 0.21
Q43 1 0.7584 -0.0924 0.3857 11.00000 0.05 0.21
Q44 1 0.9438 0.4608 0.4591 11.00000 0.05 0.21
Q45 1 0.8001 1.0669 0.6609 11.00000 0.05 0.20
Q46 1 0.5642 0.3785 0.5768 11.00000 0.05 0.20
Q47 1 0.8218 0.6737 0.5920 11.00000 0.05 0.20
Q48 1 0.9594 1.0189 0.1400 11.00000 0.05 0.20
Q49 1 0.9701 0.7854 0.2871 11.00000 0.05 0.20
Q50 1 0.8489 0.4739 0.5348 11.00000 0.05 0.20
Q51 1 0.6541 0.5933 0.4622 11.00000 0.05 0.20
Q52 1 0.6643 0.3193 0.4443 11.00000 0.05 0.20
Q53 1 0.5569 0.6340 0.4594 11.00000 0.05 0.19
Q54 1 0.7403 0.2396 0.3982 11.00000 0.05 0.19
Q55 1 0.7798 0.8261 0.6803 11.00000 0.05 0.19
Q56 1 0.9771 0.2188 0.3213 11.00000 0.05 0.19
Q57 1 0.8183 0.4855 0.5842 11.00000 0.05 0.19
Q58 1 0.9675 1.0582 0.3569 11.00000 0.05 0.19
Q59 1 1.0122 0.7732 0.2451 11.00000 0.05 0.19
Q60 1 0.4351 0.0706 0.8471 11.00000 0.05 0.19
;
_shelx_res_checksum 48779
_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_amt_mal_formii
_database_code_depnum_ccdc_archive 'CCDC 1835359'
loop_
_audit_author_name
_audit_author_address
'Paulo S. Carvalho Jr'
;Federal University of Mato Grosso do Sul
Brazil
;
_audit_update_record
;
2019-07-05 deposited with the CCDC. 2019-10-16 downloaded from the CCDC.
;
_audit_creation_date 2017-09-19
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number 2014/7
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C9 H18 N5 S, C4 H3 O4'
_chemical_formula_sum 'C13 H21 N5 O4 S'
_chemical_formula_weight 343.41
_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'
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/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 8.5300(3)
_cell_length_b 9.8310(3)
_cell_length_c 22.6570(8)
_cell_angle_alpha 90
_cell_angle_beta 111.5740(10)
_cell_angle_gamma 90
_cell_volume 1766.87(10)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 6249
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 25.393
_cell_measurement_theta_min 3.565
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.209
_exptl_absorpt_correction_T_max ?
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_type ?
_exptl_absorpt_process_details ?
_exptl_absorpt_special_details ?
_exptl_crystal_colour ?
_exptl_crystal_density_diffrn 1.291
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 728
_exptl_crystal_size_max ?
_exptl_crystal_size_mid ?
_exptl_crystal_size_min ?
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0182
_diffrn_reflns_av_unetI/netI 0.0279
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 27
_diffrn_reflns_limit_l_min -27
_diffrn_reflns_number 6249
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 25.393
_diffrn_reflns_theta_min 3.565
_diffrn_ambient_temperature 293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type KappaCCD
_diffrn_measurement_method ?
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2390
_reflns_number_total 3227
_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 ?
_computing_data_collection ?
_computing_data_reduction ?
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.746
_refine_diff_density_min -0.282
_refine_diff_density_rms 0.050
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.011
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 213
_refine_ls_number_reflns 3227
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0789
_refine_ls_R_factor_gt 0.0590
_refine_ls_restrained_S_all 1.011
_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^)+(0.1230P)^2^+0.4980P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1761
_refine_ls_wR_factor_ref 0.1934
_refine_special_details ?
_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.a Ternary CH refined with riding coordinates:
C00F(H00F)
2.b Secondary CH2 refined with riding coordinates:
C00K(H00D,H00E)
2.c Aromatic/amide H refined with riding coordinates:
N005(H005), N007(H007), N009(H009), C00G(H00P), C00J(H00Q)
2.d Idealised Me refined as rotating group:
C00I(H00A,H00B,H00C), C00L(H00G,H00H,H00I), C00M(H00J,H00K,H00L), C00N(H00M,
H00N,H00O)
2.e Idealised tetrahedral OH refined as rotating group:
O008(H008)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary dual
_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
S001 S 0.90506(10) 0.75757(7) 0.53447(3) 0.0686(3) Uani 1 1 d . . . . .
O002 O 0.8599(3) 0.6110(2) 0.39774(9) 0.0745(6) Uani 1 1 d . . . . .
O003 O 0.7596(3) 0.4198(2) 0.34720(10) 0.0849(7) Uani 1 1 d . . . . .
N004 N 0.6535(3) 0.3677(2) 0.54480(10) 0.0569(5) Uani 1 1 d . . . . .
N005 N 0.7715(3) 0.5219(2) 0.49372(9) 0.0523(5) Uani 1 1 d . . . . .
H005 H 0.7959 0.5431 0.4613 0.063 Uiso 1 1 calc R . . . .
N006 N 0.7823(3) 0.5780(2) 0.59492(10) 0.0585(6) Uani 1 1 d . . . . .
N007 N 0.6523(3) 0.3230(2) 0.44508(11) 0.0609(6) Uani 1 1 d . . . . .
H007 H 0.6767 0.3507 0.4135 0.073 Uiso 1 1 calc R . . . .
O008 O 0.8729(4) 0.8458(2) 0.36047(11) 0.1022(9) Uani 1 1 d . . . . .
H008 H 0.8768 0.7693 0.3754 0.153 Uiso 1 1 calc GR . . . .
N009 N 0.6770(3) 0.4232(2) 0.64557(11) 0.0721(7) Uani 1 1 d . . . . .
H009 H 0.7077 0.4804 0.6764 0.086 Uiso 1 1 calc R . . . .
C00A C 0.6910(3) 0.4017(2) 0.49490(11) 0.0518(6) Uani 1 1 d . . . . .
C00B C 0.7043(3) 0.4555(3) 0.59338(12) 0.0567(6) Uani 1 1 d . . . . .
C00C C 0.8243(4) 0.5325(3) 0.35017(12) 0.0634(7) Uani 1 1 d . . . . .
O00D O 0.8573(5) 0.9383(3) 0.27073(13) 0.1249(11) Uani 1 1 d . . . . .
C00E C 0.8120(3) 0.6064(2) 0.54394(12) 0.0524(6) Uani 1 1 d . . . . .
C00F C 0.5699(4) 0.1906(3) 0.43984(16) 0.0720(8) Uani 1 1 d . . . . .
H00F H 0.4787 0.1988 0.4562 0.086 Uiso 1 1 calc R . . . .
C00G C 0.8690(4) 0.5777(3) 0.29561(14) 0.0759(9) Uani 1 1 d . . . . .
H00P H 0.8889 0.5082 0.2714 0.091 Uiso 1 1 calc R . . . .
C00H C 0.8687(5) 0.8367(3) 0.30244(15) 0.0829(10) Uani 1 1 d . . . . .
C00I C 0.9544(5) 0.8352(3) 0.61082(15) 0.0804(9) Uani 1 1 d . . . . .
H00A H 1.0037 0.9230 0.6110 0.121 Uiso 1 1 calc GR . . . .
H00B H 1.0326 0.7788 0.6428 0.121 Uiso 1 1 calc GR . . . .
H00C H 0.8530 0.8453 0.6196 0.121 Uiso 1 1 calc GR . . . .
C00J C 0.8845(5) 0.7023(4) 0.27656(15) 0.0829(10) Uani 1 1 d . . . . .
H00Q H 0.9101 0.7057 0.2401 0.099 Uiso 1 1 calc R . . . .
C00K C 0.5986(5) 0.2971(4) 0.65401(18) 0.0937(11) Uani 1 1 d . . . . .
H00D H 0.4861 0.2916 0.6218 0.112 Uiso 1 1 calc R . . . .
H00E H 0.6632 0.2210 0.6477 0.112 Uiso 1 1 calc R . . . .
C00L C 0.6910(5) 0.0819(4) 0.4773(2) 0.1095(13) Uani 1 1 d . . . . .
H00G H 0.7752 0.0668 0.4593 0.164 Uiso 1 1 calc GR . . . .
H00H H 0.6303 -0.0011 0.4759 0.164 Uiso 1 1 calc GR . . . .
H00I H 0.7443 0.1109 0.5206 0.164 Uiso 1 1 calc GR . . . .
C00M C 0.4939(7) 0.1536(5) 0.3700(2) 0.1251(16) Uani 1 1 d . . . . .
H00J H 0.4179 0.2240 0.3472 0.188 Uiso 1 1 calc GR . . . .
H00K H 0.4336 0.0693 0.3651 0.188 Uiso 1 1 calc GR . . . .
H00L H 0.5822 0.1440 0.3536 0.188 Uiso 1 1 calc GR . . . .
C00N C 0.5870(7) 0.2851(7) 0.7155(2) 0.139(2) Uani 1 1 d . . . . .
H00M H 0.5052 0.3487 0.7188 0.208 Uiso 1 1 calc GR . . . .
H00N H 0.6949 0.3044 0.7477 0.208 Uiso 1 1 calc GR . . . .
H00O H 0.5533 0.1944 0.7210 0.208 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
S001 0.0940(6) 0.0508(4) 0.0637(5) 0.0016(3) 0.0320(4) -0.0135(3)
O002 0.1194(17) 0.0603(11) 0.0496(11) -0.0009(9) 0.0379(11) -0.0122(11)
O003 0.1252(19) 0.0598(13) 0.0736(14) -0.0032(10) 0.0412(13) -0.0125(11)
N004 0.0625(13) 0.0536(12) 0.0559(13) 0.0070(10) 0.0233(10) -0.0026(9)
N005 0.0625(12) 0.0484(11) 0.0471(11) 0.0065(9) 0.0217(9) -0.0018(9)
N006 0.0751(14) 0.0504(12) 0.0535(12) 0.0043(9) 0.0278(11) 0.0015(10)
N007 0.0745(14) 0.0517(12) 0.0556(13) -0.0002(10) 0.0228(11) -0.0073(10)
O008 0.190(3) 0.0608(12) 0.0717(14) -0.0039(11) 0.0668(16) -0.0270(16)
N009 0.0983(18) 0.0669(14) 0.0610(14) 0.0078(11) 0.0410(13) -0.0021(13)
C00A 0.0519(13) 0.0488(13) 0.0524(14) 0.0074(11) 0.0166(11) 0.0023(10)
C00B 0.0664(15) 0.0537(14) 0.0546(14) 0.0087(11) 0.0277(12) 0.0054(12)
C00C 0.0829(19) 0.0569(15) 0.0514(15) 0.0053(12) 0.0259(13) 0.0052(14)
O00D 0.213(3) 0.0831(17) 0.0813(17) 0.0199(14) 0.0566(19) -0.0265(19)
C00E 0.0599(14) 0.0464(12) 0.0502(14) 0.0047(10) 0.0193(11) 0.0044(10)
C00F 0.0805(19) 0.0550(16) 0.081(2) -0.0044(14) 0.0304(16) -0.0123(14)
C00G 0.106(2) 0.0708(19) 0.0628(17) -0.0052(14) 0.0450(17) -0.0006(16)
C00H 0.121(3) 0.072(2) 0.0575(18) 0.0044(15) 0.0349(18) -0.0202(18)
C00I 0.109(3) 0.0602(17) 0.074(2) -0.0101(14) 0.0358(18) -0.0154(16)
C00J 0.111(3) 0.095(2) 0.0554(17) -0.0026(15) 0.0452(17) -0.0188(19)
C00K 0.115(3) 0.096(2) 0.083(2) 0.0174(19) 0.051(2) -0.021(2)
C00L 0.114(3) 0.062(2) 0.156(4) 0.017(2) 0.054(3) 0.0001(19)
C00M 0.159(4) 0.111(3) 0.101(3) -0.037(3) 0.043(3) -0.049(3)
C00N 0.146(4) 0.183(5) 0.091(3) 0.039(3) 0.048(3) -0.035(3)
_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
S001 C00E 1.735(3) . ?
S001 C00I 1.793(3) . ?
O002 C00C 1.268(3) . ?
O003 C00C 1.229(3) . ?
N004 C00A 1.325(3) . ?
N004 C00B 1.339(3) . ?
N005 C00A 1.372(3) . ?
N005 C00E 1.347(3) . ?
N006 C00B 1.370(3) . ?
N006 C00E 1.301(3) . ?
N007 C00A 1.307(3) . ?
N007 C00F 1.463(3) . ?
O008 C00H 1.305(4) . ?
N009 C00B 1.325(3) . ?
N009 C00K 1.454(4) . ?
C00C C00G 1.489(4) . ?
O00D C00H 1.213(4) . ?
C00F C00L 1.511(5) . ?
C00F C00M 1.516(5) . ?
C00G C00J 1.321(5) . ?
C00H C00J 1.472(5) . ?
C00K C00N 1.436(5) . ?
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
C00E S001 C00I 101.58(13) . . ?
C00A N004 C00B 115.6(2) . . ?
C00E N005 C00A 119.3(2) . . ?
C00E N006 C00B 114.7(2) . . ?
C00A N007 C00F 123.9(2) . . ?
C00B N009 C00K 124.2(3) . . ?
N004 C00A N005 120.8(2) . . ?
N007 C00A N004 121.6(2) . . ?
N007 C00A N005 117.5(2) . . ?
N004 C00B N006 126.5(2) . . ?
N009 C00B N004 118.0(2) . . ?
N009 C00B N006 115.5(2) . . ?
O002 C00C C00G 118.0(3) . . ?
O003 C00C O002 123.9(3) . . ?
O003 C00C C00G 118.1(3) . . ?
N005 C00E S001 114.25(18) . . ?
N006 C00E S001 122.8(2) . . ?
N006 C00E N005 123.0(2) . . ?
N007 C00F C00L 112.0(3) . . ?
N007 C00F C00M 107.8(3) . . ?
C00L C00F C00M 111.0(4) . . ?
C00J C00G C00C 129.4(3) . . ?
O008 C00H C00J 119.4(3) . . ?
O00D C00H O008 120.5(3) . . ?
O00D C00H C00J 120.1(3) . . ?
C00G C00J C00H 131.8(3) . . ?
C00N C00K N009 113.3(4) . . ?
_shelx_res_file
;
amt_mal_formii.res created by SHELXL-2014/7
TITL amt_mal_formii_a.res in P2(1)/c
REM Old TITL ametrin maleate
REM SHELXT solution in P2(1)/c
REM R1 0.217, Rweak 0.016, Alpha 0.030, Orientation as input
REM Formula found by SHELXT: C14 S N5 O3
CELL 0.71073 8.53 9.831 22.657 90 111.574 90
ZERR 4 0.0003 0.0003 0.0008 0 0.001 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O S
UNIT 52 84 20 16 4
L.S. 15
PLAN -20
list 4
fmap 2
acta
OMIT -1 1 6
OMIT -1 1 1
OMIT 1 1 0
OMIT -1 1 2
REM
REM
REM
WGHT 0.123000 0.498000
FVAR 0.91273
S001 5 0.905063 0.757573 0.534472 11.00000 0.09399 0.05079 =
0.06367 0.00160 0.03196 -0.01351
O002 4 0.859879 0.611031 0.397744 11.00000 0.11941 0.06034 =
0.04964 -0.00087 0.03793 -0.01222
O003 4 0.759570 0.419839 0.347196 11.00000 0.12523 0.05981 =
0.07357 -0.00322 0.04122 -0.01253
N004 3 0.653537 0.367750 0.544797 11.00000 0.06250 0.05355 =
0.05588 0.00699 0.02327 -0.00264
N005 3 0.771531 0.521909 0.493721 11.00000 0.06255 0.04843 =
0.04714 0.00648 0.02174 -0.00183
AFIX 43
H005 2 0.795940 0.543067 0.461275 11.00000 -1.20000
AFIX 0
N006 3 0.782307 0.577969 0.594917 11.00000 0.07508 0.05039 =
0.05353 0.00428 0.02785 0.00153
N007 3 0.652301 0.322983 0.445084 11.00000 0.07445 0.05168 =
0.05560 -0.00020 0.02277 -0.00732
AFIX 43
H007 2 0.676739 0.350670 0.413492 11.00000 -1.20000
AFIX 0
O008 4 0.872932 0.845841 0.360467 11.00000 0.19002 0.06084 =
0.07173 -0.00386 0.06676 -0.02703
AFIX 147
H008 2 0.876833 0.769330 0.375354 11.00000 -1.50000
AFIX 0
N009 3 0.677038 0.423192 0.645566 11.00000 0.09827 0.06688 =
0.06103 0.00784 0.04098 -0.00209
AFIX 43
H009 2 0.707739 0.480431 0.676432 11.00000 -1.20000
AFIX 0
C00A 1 0.690951 0.401678 0.494895 11.00000 0.05191 0.04877 =
0.05237 0.00739 0.01658 0.00229
C00B 1 0.704258 0.455511 0.593383 11.00000 0.06641 0.05374 =
0.05456 0.00867 0.02771 0.00538
C00C 1 0.824311 0.532535 0.350174 11.00000 0.08288 0.05688 =
0.05143 0.00526 0.02593 0.00519
O00D 4 0.857306 0.938260 0.270727 11.00000 0.21256 0.08313 =
0.08127 0.01991 0.05660 -0.02649
C00E 1 0.811992 0.606439 0.543935 11.00000 0.05987 0.04637 =
0.05024 0.00474 0.01931 0.00442
C00F 1 0.569914 0.190550 0.439837 11.00000 0.08054 0.05497 =
0.08102 -0.00442 0.03040 -0.01227
AFIX 13
H00F 2 0.478720 0.198826 0.456171 11.00000 -1.20000
AFIX 0
C00G 1 0.868981 0.577737 0.295612 11.00000 0.10616 0.07078 =
0.06278 -0.00519 0.04502 -0.00063
AFIX 43
H00P 2 0.888853 0.508168 0.271433 11.00000 -1.20000
AFIX 0
C00H 1 0.868698 0.836726 0.302437 11.00000 0.12075 0.07230 =
0.05750 0.00442 0.03487 -0.02021
C00I 1 0.954351 0.835180 0.610821 11.00000 0.10916 0.06016 =
0.07371 -0.01009 0.03582 -0.01536
AFIX 137
H00A 2 1.003747 0.922992 0.610993 11.00000 -1.50000
H00B 2 1.032643 0.778826 0.642779 11.00000 -1.50000
H00C 2 0.853045 0.845264 0.619561 11.00000 -1.50000
AFIX 0
C00J 1 0.884492 0.702297 0.276555 11.00000 0.11064 0.09503 =
0.05536 -0.00258 0.04518 -0.01878
AFIX 43
H00Q 2 0.910103 0.705663 0.240072 11.00000 -1.20000
AFIX 0
C00K 1 0.598556 0.297109 0.654009 11.00000 0.11479 0.09581 =
0.08280 0.01742 0.05064 -0.02080
AFIX 23
H00D 2 0.486125 0.291608 0.621779 11.00000 -1.20000
H00E 2 0.663179 0.221037 0.647742 11.00000 -1.20000
AFIX 0
C00L 1 0.690966 0.081873 0.477325 11.00000 0.11403 0.06231 =
0.15553 0.01679 0.05354 0.00007
AFIX 137
H00G 2 0.775181 0.066792 0.459265 11.00000 -1.50000
H00H 2 0.630308 -0.001075 0.475920 11.00000 -1.50000
H00I 2 0.744301 0.110871 0.520601 11.00000 -1.50000
AFIX 0
C00M 1 0.493950 0.153560 0.370036 11.00000 0.15901 0.11053 =
0.10137 -0.03703 0.04283 -0.04932
AFIX 137
H00J 2 0.417883 0.224043 0.347229 11.00000 -1.50000
H00K 2 0.433647 0.069265 0.365117 11.00000 -1.50000
H00L 2 0.582229 0.143955 0.353575 11.00000 -1.50000
AFIX 0
C00N 1 0.587012 0.285144 0.715450 11.00000 0.14615 0.18316 =
0.09128 0.03853 0.04816 -0.03525
AFIX 137
H00M 2 0.505183 0.348694 0.718757 11.00000 -1.50000
H00N 2 0.694873 0.304379 0.747691 11.00000 -1.50000
H00O 2 0.553263 0.194361 0.720977 11.00000 -1.50000
AFIX 0
HKLF 4
REM amt_mal_formii_a.res in P2(1)/c
REM R1 = 0.0590 for 2390 Fo > 4sig(Fo) and 0.0789 for all 3227 data
REM 213 parameters refined using 0 restraints
END
WGHT 0.1068 0.5622
REM Highest difference peak 0.746, deepest hole -0.282, 1-sigma level 0.050
Q1 1 0.7150 0.1868 0.6713 11.00000 0.05 0.75
Q2 1 0.7602 0.9417 0.2804 11.00000 0.05 0.16
Q3 1 0.7803 0.4381 0.6788 11.00000 0.05 0.14
Q4 1 0.7458 0.8818 0.2384 11.00000 0.05 0.14
Q5 1 0.7841 0.5997 0.2751 11.00000 0.05 0.14
Q6 1 0.7757 0.4921 0.2432 11.00000 0.05 0.13
Q7 1 0.7794 0.6044 0.5722 11.00000 0.05 0.13
Q8 1 0.7470 0.4796 0.3907 11.00000 0.05 0.13
Q9 1 0.8181 0.7448 0.2187 11.00000 0.05 0.12
Q10 1 0.9419 0.7969 0.4831 11.00000 0.05 0.12
Q11 1 0.5850 0.3876 0.7261 11.00000 0.05 0.12
Q12 1 0.6837 0.0800 0.4153 11.00000 0.05 0.11
Q13 1 0.8885 0.5891 0.4229 11.00000 0.05 0.11
Q14 1 0.7551 0.8471 0.5029 11.00000 0.05 0.11
Q15 1 0.8531 0.5576 0.3251 11.00000 0.05 0.11
Q16 1 0.6778 0.1202 0.3685 11.00000 0.05 0.10
Q17 1 0.7343 0.1028 0.7174 11.00000 0.05 0.10
Q18 1 0.9033 0.7260 0.6398 11.00000 0.05 0.10
Q19 1 0.8558 0.5830 0.6170 11.00000 0.05 0.10
Q20 1 0.6506 0.3978 0.5210 11.00000 0.05 0.10
;
_shelx_res_checksum 12691
_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_amtmal_form_iii
_database_code_depnum_ccdc_archive 'CCDC 1835364'
loop_
_audit_author_name
_audit_author_address
'Paulo S. Carvalho Jr'
;Federal University of Mato Grosso do Sul
Brazil
;
_audit_update_record
;
2019-07-05 deposited with the CCDC. 2019-10-16 downloaded from the CCDC.
;
_audit_creation_date 2019-07-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2014/7
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C9 H18 N5 S, C4 H3 O4, 1.5(H2 O)'
_chemical_formula_sum 'C13 H24 N5 O5.50 S'
_chemical_formula_weight 370.43
_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'
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 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 8.8250(4)
_cell_length_b 9.7640(5)
_cell_length_c 12.0800(6)
_cell_angle_alpha 107.075(4)
_cell_angle_beta 100.749(3)
_cell_angle_gamma 96.427(3)
_cell_volume 962.04(8)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 6996
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 26.205
_cell_measurement_theta_min 2.956
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.202
_exptl_absorpt_correction_T_max ?
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_type ?
_exptl_absorpt_process_details ?
_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 1.279
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 394
_exptl_crystal_size_max ?
_exptl_crystal_size_mid ?
_exptl_crystal_size_min ?
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0776
_diffrn_reflns_av_unetI/netI 0.0876
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -15
_diffrn_reflns_number 6996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 26.205
_diffrn_reflns_theta_min 2.956
_diffrn_ambient_temperature 298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type KappaCCD
_diffrn_measurement_method ?
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2191
_reflns_number_total 3806
_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 ?
_computing_data_collection ?
_computing_data_reduction ?
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.269
_refine_diff_density_min -0.347
_refine_diff_density_rms 0.051
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.032
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 246
_refine_ls_number_reflns 3806
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1097
_refine_ls_R_factor_gt 0.0670
_refine_ls_restrained_S_all 1.032
_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^)+(0.1083P)^2^+0.0025P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1827
_refine_ls_wR_factor_ref 0.2178
_refine_special_details ?
_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, All O(H,H) groups
2. Others
Fixed Sof: O0(0.35) H0A(0.35) H0B(0.35) O2(0.15) H2A(0.15) H2B(0.15)
3.a Riding coordinates:
O1(H1A,H1B)
3.b Free rotating group:
O0(H0A,H0B), O2(H2A,H2B)
3.c Ternary CH refined with riding coordinates:
C00D(H00D)
3.d Secondary CH2 refined with riding coordinates:
C00N(H00L,H00M)
3.e Aromatic/amide H refined with riding coordinates:
N005(H005), N006(H006), N00A(H00A), C00G(H00Q), C00I(H00R)
3.f Idealised Me refined as rotating group:
C00K(H00B,H00C,H00E), C00L(H00F,H00G,H00H), C00M(H00I,H00J,H00K), C00O(H00N,
H00O,H00P)
3.g Idealised tetrahedral OH refined as rotating group:
O007(H007)
;
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary dual
_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
S001 S 0.37111(9) 0.72824(9) 0.43969(7) 0.0792(3) Uani 1 1 d . . . . .
O002 O 0.4985(2) 0.5253(2) 0.79729(19) 0.0820(6) Uani 1 1 d . . . . .
O003 O 0.5468(2) 0.6643(2) 0.68738(17) 0.0787(6) Uani 1 1 d . . . . .
N004 N 0.1293(3) 0.5070(3) 0.3364(2) 0.0663(6) Uani 1 1 d . . . . .
N005 N 0.2823(3) 0.5215(3) 0.5207(2) 0.0633(6) Uani 1 1 d . . . . .
H005 H 0.3619 0.5661 0.5785 0.076 Uiso 1 1 calc R . . . .
N006 N 0.2279(3) 0.3577(3) 0.6164(2) 0.0662(6) Uani 1 1 d . . . . .
H006 H 0.3065 0.4093 0.6724 0.079 Uiso 1 1 calc R . . . .
O007 O 0.6971(3) 0.9095(3) 0.7256(2) 0.1001(8) Uani 1 1 d . . . . .
H007 H 0.6455 0.8284 0.7109 0.150 Uiso 1 1 calc GR . . . .
N008 N 0.0679(3) 0.3301(3) 0.4333(2) 0.0684(6) Uani 1 1 d . . . . .
O009 O 0.8785(3) 1.0646(3) 0.8707(2) 0.1032(8) Uani 1 1 d . . . . .
N00A N -0.0742(3) 0.3154(3) 0.2501(2) 0.0743(7) Uani 1 1 d . . . . .
H00A H -0.0914 0.3511 0.1927 0.089 Uiso 1 1 calc R . . . .
C00C C 0.1902(3) 0.4002(3) 0.5227(2) 0.0618(7) Uani 1 1 d . . . . .
C00D C 0.1449(3) 0.2287(3) 0.6316(3) 0.0737(8) Uani 1 1 d . . . . .
H00D H 0.0334 0.2167 0.5948 0.088 Uiso 1 1 calc R . . . .
C00E C 0.0425(3) 0.3840(3) 0.3424(3) 0.0639(7) Uani 1 1 d . . . . .
C00F C 0.2470(3) 0.5708(3) 0.4271(3) 0.0640(7) Uani 1 1 d . . . . .
C00G C 0.7184(4) 0.7115(3) 0.8769(3) 0.0757(8) Uani 1 1 d . . . . .
H00Q H 0.7506 0.6664 0.9330 0.091 Uiso 1 1 calc R . . . .
C00H C 0.5788(3) 0.6288(3) 0.7813(3) 0.0683(8) Uani 1 1 d . . . . .
C00I C 0.8035(4) 0.8387(4) 0.8946(3) 0.0758(8) Uani 1 1 d . . . . .
H00R H 0.8860 0.8675 0.9616 0.091 Uiso 1 1 calc R . . . .
C00J C 0.7946(4) 0.9459(4) 0.8292(3) 0.0780(9) Uani 1 1 d . . . . .
C00K C 0.2988(4) 0.7551(4) 0.3009(3) 0.0912(10) Uani 1 1 d . . . . .
H00B H 0.3169 0.6773 0.2373 0.137 Uiso 1 1 calc GR . . . .
H00C H 0.3521 0.8462 0.3007 0.137 Uiso 1 1 calc GR . . . .
H00E H 0.1884 0.7561 0.2899 0.137 Uiso 1 1 calc GR . . . .
C00L C 0.1625(5) 0.2526(4) 0.7638(3) 0.0996(12) Uani 1 1 d . . . . .
H00F H 0.2700 0.2562 0.7999 0.149 Uiso 1 1 calc GR . . . .
H00G H 0.0978 0.1739 0.7746 0.149 Uiso 1 1 calc GR . . . .
H00H H 0.1308 0.3428 0.8003 0.149 Uiso 1 1 calc GR . . . .
C00M C 0.2053(4) 0.0931(4) 0.5706(3) 0.0996(11) Uani 1 1 d . . . . .
H00I H 0.1912 0.0811 0.4873 0.149 Uiso 1 1 calc GR . . . .
H00J H 0.1481 0.0095 0.5803 0.149 Uiso 1 1 calc GR . . . .
H00K H 0.3146 0.1031 0.6055 0.149 Uiso 1 1 calc GR . . . .
C00N C -0.1763(4) 0.1812(4) 0.2404(3) 0.0912(10) Uani 1 1 d . . . . .
H00L H -0.2216 0.1975 0.3095 0.109 Uiso 1 1 calc R . . . .
H00M H -0.1144 0.1050 0.2397 0.109 Uiso 1 1 calc R . . . .
C00O C -0.3033(5) 0.1330(5) 0.1316(4) 0.1150(14) Uani 1 1 d . . . . .
H00N H -0.2590 0.1141 0.0630 0.173 Uiso 1 1 calc GR . . . .
H00O H -0.3654 0.2078 0.1324 0.173 Uiso 1 1 calc GR . . . .
H00P H -0.3683 0.0457 0.1286 0.173 Uiso 1 1 calc GR . . . .
O1 O 0.0995(3) 0.6178(3) -0.0191(2) 0.1054(8) Uani 1 1 d . . . . .
H1A H 0.0728 0.7005 0.0046 0.158 Uiso 1 1 d R . . . .
H1B H 0.1914 0.6285 0.0230 0.158 Uiso 1 1 d R . . . .
O0 O 0.3968(19) 0.571(2) 0.0135(16) 0.095(4) Uani 0.35 1 d . . P A 2
H0A H 0.4426 0.5293 0.0590 0.142 Uiso 0.35 1 d G . P A 2
H0B H 0.4636 0.5896 -0.0250 0.142 Uiso 0.35 1 d G . P A 2
O2 O 0.438(4) 0.612(4) 0.040(4) 0.074(8) Uani 0.15 1 d . . P B 1
H2A H 0.4967 0.6931 0.0531 0.112 Uiso 0.15 1 d G . P B 1
H2B H 0.4707 0.5518 -0.0129 0.112 Uiso 0.15 1 d G . P B 1
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
S001 0.0873(6) 0.0706(6) 0.0776(6) 0.0327(4) 0.0100(4) -0.0037(4)
O002 0.0884(13) 0.0753(15) 0.0754(13) 0.0303(12) 0.0053(11) -0.0072(11)
O003 0.0875(13) 0.0764(15) 0.0643(12) 0.0302(11) -0.0018(10) -0.0059(11)
N004 0.0699(13) 0.0643(15) 0.0625(14) 0.0231(12) 0.0086(12) 0.0074(11)
N005 0.0665(13) 0.0609(14) 0.0577(13) 0.0209(11) 0.0056(11) 0.0013(11)
N006 0.0701(13) 0.0650(15) 0.0602(14) 0.0261(12) 0.0056(11) -0.0019(11)
O007 0.1216(19) 0.0800(17) 0.0846(15) 0.0379(13) -0.0093(14) -0.0144(14)
N008 0.0684(13) 0.0665(16) 0.0658(15) 0.0223(12) 0.0087(12) 0.0029(12)
O009 0.1125(17) 0.0756(16) 0.1009(18) 0.0317(14) -0.0070(14) -0.0224(14)
N00A 0.0717(14) 0.0756(17) 0.0654(15) 0.0211(13) 0.0006(12) 0.0019(12)
C00C 0.0625(15) 0.0571(17) 0.0615(16) 0.0161(14) 0.0126(13) 0.0037(12)
C00D 0.0721(17) 0.069(2) 0.080(2) 0.0333(16) 0.0113(15) -0.0030(14)
C00E 0.0641(15) 0.0590(17) 0.0638(17) 0.0171(14) 0.0101(14) 0.0064(13)
C00F 0.0669(15) 0.0652(18) 0.0610(17) 0.0218(14) 0.0145(14) 0.0123(13)
C00G 0.0786(18) 0.070(2) 0.0690(18) 0.0263(16) -0.0029(15) -0.0006(15)
C00H 0.0720(17) 0.0600(18) 0.0679(18) 0.0191(15) 0.0089(14) 0.0067(14)
C00I 0.0726(16) 0.076(2) 0.0692(18) 0.0233(16) -0.0010(14) 0.0031(15)
C00J 0.0814(19) 0.075(2) 0.072(2) 0.0249(17) 0.0068(16) 0.0024(17)
C00K 0.096(2) 0.092(3) 0.099(2) 0.055(2) 0.0182(19) 0.0093(19)
C00L 0.117(3) 0.101(3) 0.082(2) 0.045(2) 0.016(2) -0.008(2)
C00M 0.113(3) 0.073(2) 0.114(3) 0.035(2) 0.027(2) 0.006(2)
C00N 0.083(2) 0.088(2) 0.087(2) 0.0258(19) 0.0001(18) -0.0135(18)
C00O 0.092(2) 0.115(3) 0.106(3) 0.008(3) 0.006(2) -0.008(2)
O1 0.1171(18) 0.110(2) 0.0881(16) 0.0400(15) 0.0086(14) 0.0175(15)
O0 0.080(10) 0.133(14) 0.067(8) 0.041(8) 0.005(7) -0.004(7)
O2 0.051(13) 0.085(18) 0.073(18) 0.038(15) -0.019(10) -0.023(10)
_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
S001 C00F 1.735(3) . ?
S001 C00K 1.784(3) . ?
O002 C00H 1.251(3) . ?
O003 C00H 1.273(4) . ?
N004 C00E 1.379(4) . ?
N004 C00F 1.302(3) . ?
N005 H005 0.8600 . ?
N005 C00C 1.369(4) . ?
N005 C00F 1.353(4) . ?
N006 H006 0.8600 . ?
N006 C00C 1.315(3) . ?
N006 C00D 1.462(4) . ?
O007 H007 0.8200 . ?
O007 C00J 1.304(4) . ?
N008 C00C 1.329(3) . ?
N008 C00E 1.344(4) . ?
O009 C00J 1.213(4) . ?
N00A H00A 0.8600 . ?
N00A C00E 1.316(3) . ?
N00A C00N 1.466(4) . ?
C00D H00D 0.9800 . ?
C00D C00L 1.519(4) . ?
C00D C00M 1.520(5) . ?
C00G H00Q 0.9300 . ?
C00G C00H 1.484(4) . ?
C00G C00I 1.315(4) . ?
C00I H00R 0.9300 . ?
C00I C00J 1.485(5) . ?
C00K H00B 0.9600 . ?
C00K H00C 0.9600 . ?
C00K H00E 0.9600 . ?
C00L H00F 0.9600 . ?
C00L H00G 0.9600 . ?
C00L H00H 0.9600 . ?
C00M H00I 0.9600 . ?
C00M H00J 0.9600 . ?
C00M H00K 0.9600 . ?
C00N H00L 0.9700 . ?
C00N H00M 0.9700 . ?
C00N C00O 1.475(5) . ?
C00O H00N 0.9600 . ?
C00O H00O 0.9600 . ?
C00O H00P 0.9600 . ?
O1 H1A 0.8498 . ?
O1 H1B 0.8501 . ?
O0 H0A 0.8499 . ?
O0 H0B 0.8500 . ?
O2 H2A 0.8499 . ?
O2 H2B 0.8498 . ?
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
C00F S001 C00K 101.77(16) . . ?
C00F N004 C00E 114.9(3) . . ?
C00C N005 H005 120.3 . . ?
C00F N005 H005 120.3 . . ?
C00F N005 C00C 119.4(2) . . ?
C00C N006 H006 117.8 . . ?
C00C N006 C00D 124.3(2) . . ?
C00D N006 H006 117.8 . . ?
C00J O007 H007 109.5 . . ?
C00C N008 C00E 116.4(3) . . ?
C00E N00A H00A 118.4 . . ?
C00E N00A C00N 123.2(3) . . ?
C00N N00A H00A 118.4 . . ?
N006 C00C N005 117.1(2) . . ?
N006 C00C N008 122.2(3) . . ?
N008 C00C N005 120.6(3) . . ?
N006 C00D H00D 108.4 . . ?
N006 C00D C00L 108.8(3) . . ?
N006 C00D C00M 110.8(3) . . ?
C00L C00D H00D 108.4 . . ?
C00L C00D C00M 111.9(3) . . ?
C00M C00D H00D 108.4 . . ?
N008 C00E N004 125.6(3) . . ?
N00A C00E N004 115.9(3) . . ?
N00A C00E N008 118.6(3) . . ?
N004 C00F S001 123.0(2) . . ?
N004 C00F N005 123.1(3) . . ?
N005 C00F S001 113.8(2) . . ?
C00H C00G H00Q 115.0 . . ?
C00I C00G H00Q 115.0 . . ?
C00I C00G C00H 130.0(3) . . ?
O002 C00H O003 123.1(3) . . ?
O002 C00H C00G 117.5(3) . . ?
O003 C00H C00G 119.4(3) . . ?
C00G C00I H00R 113.5 . . ?
C00G C00I C00J 133.0(3) . . ?
C00J C00I H00R 113.5 . . ?
O007 C00J C00I 119.0(3) . . ?
O009 C00J O007 120.5(3) . . ?
O009 C00J C00I 120.4(3) . . ?
S001 C00K H00B 109.5 . . ?
S001 C00K H00C 109.5 . . ?
S001 C00K H00E 109.5 . . ?
H00B C00K H00C 109.5 . . ?
H00B C00K H00E 109.5 . . ?
H00C C00K H00E 109.5 . . ?
C00D C00L H00F 109.5 . . ?
C00D C00L H00G 109.5 . . ?
C00D C00L H00H 109.5 . . ?
H00F C00L H00G 109.5 . . ?
H00F C00L H00H 109.5 . . ?
H00G C00L H00H 109.5 . . ?
C00D C00M H00I 109.5 . . ?
C00D C00M H00J 109.5 . . ?
C00D C00M H00K 109.5 . . ?
H00I C00M H00J 109.5 . . ?
H00I C00M H00K 109.5 . . ?
H00J C00M H00K 109.5 . . ?
N00A C00N H00L 109.3 . . ?
N00A C00N H00M 109.3 . . ?
N00A C00N C00O 111.8(3) . . ?
H00L C00N H00M 107.9 . . ?
C00O C00N H00L 109.3 . . ?
C00O C00N H00M 109.3 . . ?
C00N C00O H00N 109.5 . . ?
C00N C00O H00O 109.5 . . ?
C00N C00O H00P 109.5 . . ?
H00N C00O H00O 109.5 . . ?
H00N C00O H00P 109.5 . . ?
H00O C00O H00P 109.5 . . ?
H1A O1 H1B 104.6 . . ?
H0A O0 H0B 104.5 . . ?
H2A O2 H2B 104.5 . . ?
_shelx_res_file
;
amtmal_form_iii.res created by SHELXL-2014/7
TITL amtmal_form_iii_a.res in P-1
REM Old TITL Compound X
REM SHELXT solution in P-1
REM R1 0.214, Rweak 0.015, Alpha 0.055, Orientation as input
REM Formula found by SHELXT: C14 N7 O3 S
CELL 0.71073 8.825 9.764 12.08 107.075 100.749 96.427
ZERR 2 0.0004 0.0005 0.0006 0.004 0.003 0.003
LATT 1
SFAC C H N O S
UNIT 26 48 10 11 2
L.S. 41
PLAN 10
BOND $H
list 4
fmap 2
acta
OMIT 1 -1 0
OMIT -1 -1 1
OMIT 1 0 1
REM
REM
REM
WGHT 0.108300 0.002500
FVAR 1.37540
S001 5 0.371110 0.728237 0.439691 11.00000 0.08725 0.07062 =
0.07757 0.03267 0.00999 -0.00371
O002 4 0.498530 0.525347 0.797285 11.00000 0.08844 0.07531 =
0.07536 0.03035 0.00534 -0.00723
O003 4 0.546771 0.664308 0.687383 11.00000 0.08754 0.07638 =
0.06426 0.03018 -0.00177 -0.00585
N004 3 0.129270 0.507009 0.336436 11.00000 0.06988 0.06431 =
0.06255 0.02315 0.00861 0.00738
N005 3 0.282316 0.521549 0.520741 11.00000 0.06645 0.06089 =
0.05773 0.02091 0.00565 0.00129
AFIX 43
H005 2 0.361880 0.566074 0.578496 11.00000 -1.20000
AFIX 0
N006 3 0.227895 0.357702 0.616412 11.00000 0.07013 0.06496 =
0.06017 0.02610 0.00565 -0.00186
AFIX 43
H006 2 0.306542 0.409251 0.672434 11.00000 -1.20000
AFIX 0
O007 4 0.697092 0.909529 0.725590 11.00000 0.12163 0.07996 =
0.08460 0.03788 -0.00925 -0.01436
AFIX 147
H007 2 0.645518 0.828416 0.710860 11.00000 -1.50000
AFIX 0
N008 3 0.067860 0.330100 0.433287 11.00000 0.06843 0.06652 =
0.06580 0.02225 0.00874 0.00291
O009 4 0.878535 1.064582 0.870689 11.00000 0.11252 0.07555 =
0.10094 0.03174 -0.00700 -0.02238
N00A 3 -0.074170 0.315426 0.250112 11.00000 0.07170 0.07559 =
0.06540 0.02112 0.00058 0.00195
AFIX 43
H00A 2 -0.091369 0.351071 0.192693 11.00000 -1.20000
AFIX 0
C00C 1 0.190196 0.400161 0.522704 11.00000 0.06251 0.05706 =
0.06145 0.01614 0.01258 0.00375
C00D 1 0.144910 0.228656 0.631604 11.00000 0.07212 0.06865 =
0.08023 0.03330 0.01129 -0.00300
AFIX 13
H00D 2 0.033385 0.216732 0.594837 11.00000 -1.20000
AFIX 0
C00E 1 0.042525 0.383955 0.342410 11.00000 0.06411 0.05904 =
0.06378 0.01707 0.01006 0.00641
C00F 1 0.246976 0.570780 0.427070 11.00000 0.06686 0.06522 =
0.06098 0.02182 0.01453 0.01226
C00G 1 0.718378 0.711496 0.876905 11.00000 0.07863 0.07047 =
0.06896 0.02630 -0.00286 -0.00062
AFIX 43
H00Q 2 0.750597 0.666384 0.932967 11.00000 -1.20000
AFIX 0
C00H 1 0.578842 0.628772 0.781300 11.00000 0.07197 0.05998 =
0.06786 0.01910 0.00891 0.00675
C00I 1 0.803513 0.838749 0.894599 11.00000 0.07257 0.07580 =
0.06922 0.02334 -0.00095 0.00308
AFIX 43
H00R 2 0.885988 0.867459 0.961610 11.00000 -1.20000
AFIX 0
C00J 1 0.794553 0.945869 0.829185 11.00000 0.08140 0.07467 =
0.07156 0.02491 0.00678 0.00241
C00K 1 0.298760 0.755076 0.300878 11.00000 0.09580 0.09164 =
0.09893 0.05517 0.01817 0.00926
AFIX 137
H00B 2 0.316857 0.677328 0.237340 11.00000 -1.50000
H00C 2 0.352135 0.846235 0.300717 11.00000 -1.50000
H00E 2 0.188365 0.756105 0.289899 11.00000 -1.50000
AFIX 0
C00L 1 0.162504 0.252598 0.763765 11.00000 0.11673 0.10081 =
0.08198 0.04452 0.01624 -0.00784
AFIX 137
H00F 2 0.270033 0.256176 0.799938 11.00000 -1.50000
H00G 2 0.097794 0.173948 0.774589 11.00000 -1.50000
H00H 2 0.130805 0.342801 0.800283 11.00000 -1.50000
AFIX 0
C00M 1 0.205272 0.093098 0.570569 11.00000 0.11301 0.07343 =
0.11366 0.03544 0.02729 0.00609
AFIX 137
H00I 2 0.191237 0.081057 0.487309 11.00000 -1.50000
H00J 2 0.148081 0.009498 0.580347 11.00000 -1.50000
H00K 2 0.314622 0.103127 0.605506 11.00000 -1.50000
AFIX 0
C00N 1 -0.176335 0.181186 0.240420 11.00000 0.08256 0.08756 =
0.08683 0.02582 0.00011 -0.01354
AFIX 23
H00L 2 -0.221558 0.197462 0.309473 11.00000 -1.20000
H00M 2 -0.114380 0.105032 0.239697 11.00000 -1.20000
AFIX 0
C00O 1 -0.303340 0.133008 0.131593 11.00000 0.09180 0.11540 =
0.10574 0.00811 0.00567 -0.00831
AFIX 137
H00N 2 -0.258967 0.114149 0.062991 11.00000 -1.50000
H00O 2 -0.365427 0.207833 0.132363 11.00000 -1.50000
H00P 2 -0.368299 0.045680 0.128586 11.00000 -1.50000
AFIX 0
O1 4 0.099537 0.617765 -0.019122 11.00000 0.11706 0.10953 =
0.08814 0.04000 0.00862 0.01750
AFIX 3
H1A 2 0.072847 0.700505 0.004628 11.00000 -1.50000
H1B 2 0.191407 0.628475 0.022958 11.00000 -1.50000
AFIX 6
PART 2
O0 4 0.396775 0.571441 0.013454 10.35000 0.07999 0.13300 =
0.06722 0.04083 0.00531 -0.00368
H0A 2 0.442579 0.529298 0.058976 10.35000 -1.50000
H0B 2 0.463627 0.589599 -0.025004 10.35000 -1.50000
AFIX 6
PART 0
PART 1
O2 4 0.437751 0.612156 0.039627 10.15000 0.05120 0.08510 =
0.07301 0.03768 -0.01898 -0.02259
H2A 2 0.496711 0.693088 0.053139 10.15000 -1.50000
H2B 2 0.470730 0.551827 -0.012902 10.15000 -1.50000
AFIX 0
HKLF 4
REM amtmal_form_iii_a.res in P-1
REM R1 = 0.0670 for 2191 Fo > 4sig(Fo) and 0.1097 for all 3806 data
REM 246 parameters refined using 0 restraints
END
WGHT 0.1083 0.0025
REM Highest difference peak 0.269, deepest hole -0.347, 1-sigma level 0.051
Q1 1 0.0351 0.3204 0.4418 11.00000 0.05 0.27
Q2 1 0.2159 0.6846 0.2437 11.00000 0.05 0.21
Q3 1 -0.0308 0.2139 0.4198 11.00000 0.05 0.21
Q4 1 0.6335 0.7860 0.6987 11.00000 0.05 0.18
Q5 1 0.4020 0.8231 0.5187 11.00000 0.05 0.17
Q6 1 0.0197 0.4982 -0.0047 11.00000 0.05 0.17
Q7 1 -0.0465 0.3081 0.2373 11.00000 0.05 0.16
Q8 1 -0.0618 0.3408 0.1429 11.00000 0.05 0.16
Q9 1 0.5017 0.8910 0.5843 11.00000 0.05 0.16
Q10 1 0.3052 0.5943 0.5633 11.00000 0.05 0.16
;
_shelx_res_checksum 81466
_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_amt-mal
_database_code_depnum_ccdc_archive 'CCDC 1835845'
loop_
_audit_author_name
_audit_author_address
'Paulo S. Carvalho Jr'
;Federal University of Mato Grosso do Sul
Brazil
;
_audit_update_record
;
2019-07-05 deposited with the CCDC. 2019-10-16 downloaded from the CCDC.
;
_audit_creation_date 2017-09-13
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number 2014/7
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety '3(C9 H18 N5 S), 3(C4 H3 O4)'
_chemical_formula_sum 'C39 H63 N15 O12 S3'
_chemical_formula_weight 1030.22
_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'
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/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 13.495(3)
_cell_length_b 16.262(3)
_cell_length_c 23.781(5)
_cell_angle_alpha 90
_cell_angle_beta 99.226(4)
_cell_angle_gamma 90
_cell_volume 5151.4(17)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 101144
_cell_measurement_temperature 120(2)
_cell_measurement_theta_max 25.679
_cell_measurement_theta_min 2.490
_shelx_estimated_absorpt_T_max 0.991
_shelx_estimated_absorpt_T_min 0.955
_exptl_absorpt_coefficient_mu 0.215
_exptl_absorpt_correction_T_max 0.99237
_exptl_absorpt_correction_T_min 0.96714
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details ?
_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 1.328
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 2184
_exptl_crystal_size_max 0.218
_exptl_crystal_size_mid 0.096
_exptl_crystal_size_min 0.04
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0436
_diffrn_reflns_av_unetI/netI 0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max 16
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_k_max 19
_diffrn_reflns_limit_k_min -19
_diffrn_reflns_limit_l_max 28
_diffrn_reflns_limit_l_min -28
_diffrn_reflns_number 101144
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 25.679
_diffrn_reflns_theta_min 2.490
_diffrn_ambient_temperature 120.0
_diffrn_detector 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type 'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device 'three-circle diffractometer'
_diffrn_measurement_device_type ?
_diffrn_measurement_method '\w and \f scans'
_diffrn_radiation_monochromator 'mirror optics'
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'microfocus sealed X-ray tube'
_diffrn_source_type 'Incoatec I\ms'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 8031
_reflns_number_total 9760
_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 ?
_computing_data_collection ?
_computing_data_reduction ?
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 1.384
_refine_diff_density_min -1.154
_refine_diff_density_rms 0.067
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.028
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 651
_refine_ls_number_reflns 9760
_refine_ls_number_restraints 26
_refine_ls_R_factor_all 0.0671
_refine_ls_R_factor_gt 0.0545
_refine_ls_restrained_S_all 1.039
_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^)+(0.0687P)^2^+9.4865P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1436
_refine_ls_wR_factor_ref 0.1531
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
At 1.5 times of:
All C(H,H,H) groups, All O(H) groups
2. Rigid bond restraints
C6A, C8A
with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
C6C, C7C
with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(C5A') = Uanis(C5A)
Uanis(C5C') = Uanis(C5C)
Uanis(C7B) = Uanis(C8B)
Uanis(C8B') = Uanis(C7B')
Uanis(C7C) = Uanis(C8C)
Uanis(C7A) = Uanis(C8A)
4. Rigid body (RIGU) restrains
C5A, C4A
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
C4A, C5A'
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
C4C, C5C
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
C4C, C5C'
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
C5C', C5C, C4C
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
C5B, C4B, C5B'
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
C6C, C8C
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
C8A, C6A
with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
Fixed Sof: H4CA(0.7) H4CB(0.7) H4CC(0.3) H4CD(0.3) H6BA(0.4) H6B(0.6)
H4BA(0.55) H4BB(0.55) H4BC(0.45) H4BD(0.45) H4AC(0.45) H4AD(0.45) H4AA(0.55)
H4AB(0.55) C8B'(0.4) H8BA(0.4) H8BB(0.4) H8BC(0.4) C5B(0.55) H5BA(0.55)
H5BB(0.55) H5BC(0.55) C5A'(0.45) H5AA(0.45) H5AB(0.45) H5AC(0.45) C7B(0.6)
H7BA(0.6) H7BB(0.6) H7BC(0.6) C5C(0.7) H5CA(0.7) H5CB(0.7) H5CC(0.7) C5A(0.55)
H5AD(0.55) H5AE(0.55) H5AF(0.55) C5C'(0.3) H5CD(0.3) H5CE(0.3) H5CF(0.3)
C5B'(0.45) H5BD(0.45) H5BE(0.45) H5BF(0.45) C7B'(0.4) H7BD(0.4) H7BE(0.4)
H7BF(0.4) C8B(0.6) H8BD(0.6) H8BE(0.6) H8BF(0.6)
6.a Ternary CH refined with riding coordinates:
C6C(H6C), C6A(H6A), C6B(H6BA), C6B(H6B)
6.b Secondary CH2 refined with riding coordinates:
C4C(H4CA,H4CB), C4C(H4CC,H4CD), C4B(H4BA,H4BB), C4B(H4BC,H4BD), C4A(H4AC,
H4AD), C4A(H4AA,H4AB)
6.c Aromatic/amide H refined with riding coordinates:
N3C(H3C), N1B(H1B), N3A(H3A), C11B(H11B), C12A(H12A), C11C(H11C), N2C(H2C),
N4B(H4B), N2A(H2A), N4C(H4C), C11A(H11A), N2B(H2B), N4A(H4A), C12C(H12C),
C12B(H12B)
6.d Idealised Me refined as rotating group:
C027(H02A,H02B,H02C), C9A(H9AA,H9AB,H9AC), C9B(H9BA,H9BB,H9BC), C8A(H8AA,H8AB,
H8AC), C7C(H7CA,H7CB,H7CC), C7A(H7AA,H7AB,H7AC), C8C(H8CA,H8CB,H8CC),
C8B'(H8BA,H8BB,H8BC), C5B(H5BA,H5BB,H5BC), C5A'(H5AA,H5AB,H5AC), C7B(H7BA,H7BB,
H7BC), C5C(H5CA,H5CB,H5CC), C5A(H5AD,H5AE,H5AF), C5C'(H5CD,H5CE,H5CF),
C5B'(H5BD,H5BE,H5BF), C7B'(H7BD,H7BE,H7BF), C8B(H8BD,H8BE,H8BF)
6.e Idealised tetrahedral OH refined as rotating group:
O3C(H3CA), O3A(H3AA), O3B(H3B)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary dual
_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
S1C S 0.43558(5) 0.54281(4) 0.44158(3) 0.02010(15) Uani 1 1 d . . . . .
S1A S 0.28052(5) -0.06535(4) 0.16581(3) 0.02034(15) Uani 1 1 d . . . . .
S1B S 0.84475(5) 0.34728(4) 0.44832(3) 0.02425(16) Uani 1 1 d . . . . .
O2C O 0.66943(13) 0.60571(11) 0.42007(7) 0.0209(4) Uani 1 1 d . . . . .
N3C N 0.48695(15) 0.65559(13) 0.37348(9) 0.0179(4) Uani 1 1 d . . . . .
H3C H 0.5468 0.6331 0.3820 0.022 Uiso 1 1 calc R . . . .
O1C O 0.74370(13) 0.67044(11) 0.35594(8) 0.0234(4) Uani 1 1 d . . . . .
N1C N 0.31695(15) 0.65463(13) 0.38308(9) 0.0182(4) Uani 1 1 d . . . . .
O4C O 1.06894(14) 0.65806(13) 0.38153(9) 0.0331(5) Uani 1 1 d . . . . .
O2B O 0.60448(13) 0.28926(12) 0.46818(8) 0.0243(4) Uani 1 1 d . . . . .
O2A O -0.04665(14) -0.51277(12) 0.30721(8) 0.0283(4) Uani 1 1 d . . . . .
N1B N 0.78694(16) 0.23056(13) 0.51148(9) 0.0202(5) Uani 1 1 d . . . . .
H1B H 0.7282 0.2550 0.5034 0.024 Uiso 1 1 calc R . . . .
N3A N 0.22936(16) 0.03291(13) 0.24284(9) 0.0193(4) Uani 1 1 d . . . . .
H3A H 0.1687 0.0140 0.2304 0.023 Uiso 1 1 calc R . . . .
O4A O 0.35254(14) -0.45152(13) 0.27022(9) 0.0313(5) Uani 1 1 d . . . . .
C1C C 0.40723(18) 0.62581(15) 0.39528(10) 0.0171(5) Uani 1 1 d . . . . .
O1A O 0.02733(14) -0.44997(13) 0.24236(9) 0.0315(5) Uani 1 1 d . . . . .
N3B N 0.95756(16) 0.22993(13) 0.50425(9) 0.0201(4) Uani 1 1 d . . . . .
O3C O 0.91748(15) 0.69258(13) 0.33827(9) 0.0316(5) Uani 1 1 d . . . . .
H3CA H 0.8584 0.6893 0.3450 0.047 Uiso 1 1 calc GR . . . .
O1B O 0.52874(14) 0.21027(12) 0.52432(8) 0.0291(4) Uani 1 1 d . . . . .
O3A O 0.20025(15) -0.42283(14) 0.22614(9) 0.0355(5) Uani 1 1 d . . . . .
H3AA H 0.1409 -0.4340 0.2299 0.053 Uiso 1 1 calc GR . . . .
C10C C 0.74568(19) 0.62492(15) 0.39950(10) 0.0186(5) Uani 1 1 d . . . . .
C11B C 0.4309(2) 0.30268(17) 0.45940(11) 0.0229(5) Uani 1 1 d . . . . .
H11B H 0.4367 0.3428 0.4311 0.027 Uiso 1 1 calc R . . . .
N1A N 0.39989(15) 0.03502(13) 0.23466(9) 0.0198(5) Uani 1 1 d . . . . .
C2C C 0.30603(19) 0.71840(16) 0.34442(10) 0.0197(5) Uani 1 1 d . . . . .
C12A C 0.2214(2) -0.50515(17) 0.31180(11) 0.0233(6) Uani 1 1 d . . . . .
H12A H 0.2714 -0.5300 0.3392 0.028 Uiso 1 1 calc R . . . .
C11C C 0.84254(19) 0.58984(16) 0.42915(11) 0.0220(5) Uani 1 1 d . . . . .
H11C H 0.8361 0.5530 0.4594 0.026 Uiso 1 1 calc R . . . .
N5C N 0.38073(16) 0.75465(14) 0.32252(9) 0.0218(5) Uani 1 1 d . . . . .
C027 C 0.31984(19) 0.53241(17) 0.46949(11) 0.0225(6) Uani 1 1 d . . . . .
H02A H 0.2640 0.5264 0.4379 0.034 Uiso 1 1 calc GR . . . .
H02B H 0.3092 0.5815 0.4917 0.034 Uiso 1 1 calc GR . . . .
H02C H 0.3234 0.4837 0.4940 0.034 Uiso 1 1 calc GR . . . .
N2C N 0.21261(16) 0.74376(14) 0.32937(9) 0.0232(5) Uani 1 1 d . . . . .
H2C H 0.1663 0.7198 0.3458 0.028 Uiso 1 1 calc R . . . .
O4B O 0.20529(14) 0.23241(13) 0.50768(9) 0.0325(5) Uani 1 1 d . . . . .
C1B C 0.86830(19) 0.26117(16) 0.49209(10) 0.0190(5) Uani 1 1 d . . . . .
C1A C 0.30930(19) 0.00831(15) 0.21890(10) 0.0179(5) Uani 1 1 d . . . . .
C13C C 0.9779(2) 0.65361(17) 0.37793(11) 0.0236(6) Uani 1 1 d . . . . .
C9A C 0.39915(19) -0.07492(17) 0.14151(11) 0.0225(5) Uani 1 1 d . . . . .
H9AA H 0.3949 -0.1182 0.1126 0.034 Uiso 1 1 calc GR . . . .
H9AB H 0.4512 -0.0892 0.1737 0.034 Uiso 1 1 calc GR . . . .
H9AC H 0.4162 -0.0226 0.1250 0.034 Uiso 1 1 calc GR . . . .
N4B N 1.05673(17) 0.13554(14) 0.55563(10) 0.0274(5) Uani 1 1 d . . . . .
H4B H 1.1045 0.1590 0.5401 0.033 Uiso 1 1 calc R . . . .
N2A N 0.50426(16) 0.11494(15) 0.29564(10) 0.0257(5) Uani 1 1 d . . . . .
H2A H 0.5486 0.1009 0.2740 0.031 Uiso 1 1 calc R . . . .
O3B O 0.35580(15) 0.18519(13) 0.54276(9) 0.0329(5) Uani 1 1 d . . . . .
H3B H 0.4155 0.1940 0.5385 0.049 Uiso 1 1 calc GR . . . .
N4C N 0.55077(17) 0.75197(14) 0.31896(9) 0.0238(5) Uani 1 1 d . . . . .
H4C H 0.6081 0.7253 0.3271 0.029 Uiso 1 1 calc R . . . .
N5B N 0.88744(17) 0.12622(14) 0.55971(10) 0.0258(5) Uani 1 1 d . . . . .
C10B C 0.52772(19) 0.26428(16) 0.48586(11) 0.0211(5) Uani 1 1 d . . . . .
N5A N 0.33736(16) 0.11643(14) 0.30677(9) 0.0234(5) Uani 1 1 d . . . . .
C13B C 0.2959(2) 0.23289(17) 0.50855(11) 0.0242(6) Uani 1 1 d . . . . .
C10A C 0.02971(19) -0.49160(16) 0.28733(11) 0.0226(5) Uani 1 1 d . . . . .
C11A C 0.1278(2) -0.51907(17) 0.32028(12) 0.0246(6) Uani 1 1 d . . . . .
H11A H 0.1224 -0.5519 0.3527 0.029 Uiso 1 1 calc R . . . .
N2B N 0.71535(17) 0.12948(14) 0.55841(10) 0.0270(5) Uani 1 1 d . . . . .
H2B H 0.6592 0.1573 0.5489 0.032 Uiso 1 1 calc R . . . .
C3C C 0.47103(19) 0.72201(16) 0.33766(10) 0.0190(5) Uani 1 1 d . . . . .
N4A N 0.16657(17) 0.10978(15) 0.30916(10) 0.0268(5) Uani 1 1 d . . . . .
H4A H 0.1086 0.0877 0.2946 0.032 Uiso 1 1 calc R . . . .
C2B C 0.79827(19) 0.16079(16) 0.54389(11) 0.0218(5) Uani 1 1 d . . . . .
C3B C 0.96454(19) 0.16343(16) 0.54020(11) 0.0217(5) Uani 1 1 d . . . . .
C12C C 0.9365(2) 0.60171(17) 0.42014(11) 0.0231(6) Uani 1 1 d . . . . .
H12C H 0.9856 0.5717 0.4451 0.028 Uiso 1 1 calc R . . . .
C9B C 0.9625(2) 0.35734(18) 0.42281(12) 0.0269(6) Uani 1 1 d . . . . .
H9BA H 0.9605 0.4059 0.3982 0.040 Uiso 1 1 calc GR . . . .
H9BB H 0.9745 0.3082 0.4011 0.040 Uiso 1 1 calc GR . . . .
H9BC H 1.0168 0.3635 0.4553 0.040 Uiso 1 1 calc GR . . . .
C2A C 0.41130(19) 0.08932(16) 0.27943(11) 0.0215(5) Uani 1 1 d . . . . .
C13A C 0.2617(2) -0.45738(17) 0.26690(11) 0.0237(6) Uani 1 1 d . . . . .
C3A C 0.24597(19) 0.08804(16) 0.28691(11) 0.0203(5) Uani 1 1 d . . . . .
C12B C 0.3375(2) 0.28959(17) 0.46927(11) 0.0240(6) Uani 1 1 d . . . . .
H12B H 0.2883 0.3229 0.4469 0.029 Uiso 1 1 calc R . . . .
C6C C 0.5478(2) 0.82777(18) 0.28521(13) 0.0315(6) Uani 1 1 d . U . . .
H6C H 0.4811 0.8307 0.2600 0.038 Uiso 1 1 calc R . . . .
C4C C 0.1796(2) 0.80819(18) 0.28775(13) 0.0322(7) Uani 1 1 d . U . . .
H4CA H 0.1414 0.8501 0.3056 0.039 Uiso 0.7 1 calc R . P A 1
H4CB H 0.2392 0.8354 0.2767 0.039 Uiso 0.7 1 calc R . P A 1
H4CC H 0.1696 0.7843 0.2489 0.039 Uiso 0.3 1 calc R . P B 2
H4CD H 0.2323 0.8509 0.2897 0.039 Uiso 0.3 1 calc R . P B 2
C6A C 0.1676(2) 0.1679(2) 0.35631(13) 0.0329(6) Uani 1 1 d . U . . .
H6A H 0.2332 0.1622 0.3823 0.039 Uiso 1 1 calc R . . . .
C6B C 1.0867(2) 0.06888(18) 0.59642(14) 0.0335(7) Uani 1 1 d . . . . .
H6BA H 1.0327 0.0577 0.6197 0.040 Uiso 0.4 1 calc R . P C 2
H6B H 1.0244 0.0389 0.6022 0.040 Uiso 0.6 1 calc R . P D 1
C8A C 0.1581(3) 0.2534(2) 0.33599(16) 0.0473(6) Uani 1 1 d . U . . .
H8AA H 0.2155 0.2672 0.3172 0.071 Uiso 1 1 calc GR . . . .
H8AB H 0.1567 0.2904 0.3684 0.071 Uiso 1 1 calc GR . . . .
H8AC H 0.0958 0.2595 0.3088 0.071 Uiso 1 1 calc GR . . . .
C7C C 0.6279(3) 0.8242(2) 0.24778(17) 0.0496(6) Uani 1 1 d . U . . .
H7CA H 0.6939 0.8183 0.2716 0.074 Uiso 1 1 calc GR . . . .
H7CB H 0.6265 0.8750 0.2255 0.074 Uiso 1 1 calc GR . . . .
H7CC H 0.6155 0.7771 0.2219 0.074 Uiso 1 1 calc GR . . . .
C7A C 0.0841(3) 0.1436(2) 0.38938(16) 0.0473(6) Uani 1 1 d . . . . .
H7AA H 0.0191 0.1469 0.3642 0.071 Uiso 1 1 calc GR . . . .
H7AB H 0.0842 0.1812 0.4216 0.071 Uiso 1 1 calc GR . . . .
H7AC H 0.0952 0.0873 0.4035 0.071 Uiso 1 1 calc GR . . . .
C4B C 0.7103(2) 0.05197(19) 0.58920(15) 0.0357(7) Uani 1 1 d . U . . .
H4BA H 0.6937 0.0636 0.6275 0.043 Uiso 0.55 1 calc R . P E 1
H4BB H 0.7768 0.0248 0.5942 0.043 Uiso 0.55 1 calc R . P E 1
H4BC H 0.6574 0.0553 0.6135 0.043 Uiso 0.45 1 calc R . P F 2
H4BD H 0.7753 0.0413 0.6140 0.043 Uiso 0.45 1 calc R . P F 2
C4A C 0.5406(2) 0.1643(2) 0.34595(13) 0.0350(7) Uani 1 1 d . U . . .
H4AC H 0.5466 0.1293 0.3804 0.042 Uiso 0.45 1 calc R . P G 2
H4AD H 0.4920 0.2087 0.3497 0.042 Uiso 0.45 1 calc R . P G 2
H4AA H 0.4832 0.1849 0.3630 0.042 Uiso 0.55 1 calc R . P H 1
H4AB H 0.5788 0.2122 0.3351 0.042 Uiso 0.55 1 calc R . P H 1
C8C C 0.5571(3) 0.9002(2) 0.32349(17) 0.0496(6) Uani 1 1 d . U . . .
H8CA H 0.5021 0.8999 0.3458 0.074 Uiso 1 1 calc GR . . . .
H8CB H 0.5540 0.9506 0.3007 0.074 Uiso 1 1 calc GR . . . .
H8CC H 0.6215 0.8979 0.3493 0.074 Uiso 1 1 calc GR . . . .
C8B' C 1.1089(11) -0.0078(8) 0.5639(6) 0.066(3) Uani 0.4 1 d . . P I 2
H8BA H 1.0464 -0.0289 0.5421 0.100 Uiso 0.4 1 calc GR . P I 2
H8BB H 1.1389 -0.0498 0.5909 0.100 Uiso 0.4 1 calc GR . P I 2
H8BC H 1.1558 0.0060 0.5379 0.100 Uiso 0.4 1 calc GR . P I 2
C5B C 0.6342(7) -0.0039(5) 0.5584(3) 0.0471(19) Uani 0.55 1 d . U P J 1
H5BA H 0.5683 0.0228 0.5535 0.071 Uiso 0.55 1 calc GR . P J 1
H5BB H 0.6320 -0.0547 0.5804 0.071 Uiso 0.55 1 calc GR . P J 1
H5BC H 0.6517 -0.0169 0.5210 0.071 Uiso 0.55 1 calc GR . P J 1
C5A' C 0.6406(6) 0.2009(5) 0.3413(3) 0.0576(15) Uani 0.45 1 d . U P K 2
H5AA H 0.6907 0.1570 0.3429 0.086 Uiso 0.45 1 calc GR . P K 2
H5AB H 0.6602 0.2393 0.3729 0.086 Uiso 0.45 1 calc GR . P K 2
H5AC H 0.6363 0.2303 0.3050 0.086 Uiso 0.45 1 calc GR . P K 2
C7B C 1.1299(8) 0.1085(5) 0.6523(4) 0.076(2) Uani 0.6 1 d . . P I 1
H7BA H 1.1874 0.1428 0.6470 0.114 Uiso 0.6 1 calc GR . P I 1
H7BB H 1.1520 0.0657 0.6805 0.114 Uiso 0.6 1 calc GR . P I 1
H7BC H 1.0785 0.1427 0.6656 0.114 Uiso 0.6 1 calc GR . P I 1
C5C C 0.1171(4) 0.7766(3) 0.2371(2) 0.0541(13) Uani 0.7 1 d . U P L 1
H5CA H 0.1581 0.7435 0.2152 0.081 Uiso 0.7 1 calc GR . P L 1
H5CB H 0.0872 0.8226 0.2136 0.081 Uiso 0.7 1 calc GR . P L 1
H5CC H 0.0637 0.7423 0.2481 0.081 Uiso 0.7 1 calc GR . P L 1
C5A C 0.6069(5) 0.1122(5) 0.3882(3) 0.0576(15) Uani 0.55 1 d . U P K 1
H5AD H 0.5667 0.0691 0.4025 0.086 Uiso 0.55 1 calc GR . P K 1
H5AE H 0.6382 0.1465 0.4200 0.086 Uiso 0.55 1 calc GR . P K 1
H5AF H 0.6592 0.0869 0.3697 0.086 Uiso 0.55 1 calc GR . P K 1
C5C' C 0.0856(10) 0.8462(7) 0.2983(5) 0.0541(13) Uani 0.3 1 d . U P L 2
H5CD H 0.0309 0.8061 0.2904 0.081 Uiso 0.3 1 calc GR . P L 2
H5CE H 0.0704 0.8939 0.2733 0.081 Uiso 0.3 1 calc GR . P L 2
H5CF H 0.0929 0.8638 0.3381 0.081 Uiso 0.3 1 calc GR . P L 2
C5B' C 0.6865(11) -0.0183(7) 0.5456(6) 0.072(4) Uani 0.45 1 d . U P J 2
H5BD H 0.6193 -0.0101 0.5237 0.108 Uiso 0.45 1 calc GR . P J 2
H5BE H 0.6889 -0.0710 0.5657 0.108 Uiso 0.45 1 calc GR . P J 2
H5BF H 0.7361 -0.0183 0.5197 0.108 Uiso 0.45 1 calc GR . P J 2
C7B' C 1.1826(10) 0.0946(7) 0.6342(6) 0.066(3) Uani 0.4 1 d . . P I 2
H7BD H 1.2359 0.1015 0.6110 0.100 Uiso 0.4 1 calc GR . P I 2
H7BE H 1.2024 0.0521 0.6631 0.100 Uiso 0.4 1 calc GR . P I 2
H7BF H 1.1717 0.1467 0.6530 0.100 Uiso 0.4 1 calc GR . P I 2
C8B C 1.1525(8) 0.0100(6) 0.5748(4) 0.076(2) Uani 0.6 1 d . . P I 1
H8BD H 1.1189 -0.0123 0.5384 0.114 Uiso 0.6 1 calc GR . P I 1
H8BE H 1.1682 -0.0349 0.6023 0.114 Uiso 0.6 1 calc GR . P I 1
H8BF H 1.2147 0.0376 0.5691 0.114 Uiso 0.6 1 calc GR . P I 1
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
S1C 0.0168(3) 0.0232(3) 0.0215(3) 0.0077(2) 0.0070(2) 0.0028(2)
S1A 0.0175(3) 0.0237(3) 0.0205(3) -0.0063(2) 0.0051(2) -0.0022(2)
S1B 0.0191(3) 0.0283(4) 0.0263(3) 0.0106(3) 0.0065(3) 0.0042(3)
O2C 0.0151(9) 0.0249(9) 0.0239(9) 0.0021(7) 0.0068(7) -0.0017(7)
N3C 0.0138(10) 0.0203(11) 0.0202(10) 0.0041(8) 0.0041(8) 0.0003(8)
O1C 0.0183(9) 0.0279(10) 0.0248(9) 0.0050(8) 0.0055(7) -0.0001(8)
N1C 0.0154(10) 0.0206(11) 0.0187(10) 0.0036(8) 0.0036(8) -0.0009(8)
O4C 0.0183(10) 0.0448(13) 0.0382(11) -0.0007(10) 0.0105(8) -0.0064(9)
O2B 0.0181(9) 0.0282(10) 0.0272(10) 0.0029(8) 0.0055(7) 0.0006(8)
O2A 0.0153(9) 0.0343(11) 0.0361(11) 0.0112(9) 0.0064(8) 0.0009(8)
N1B 0.0156(11) 0.0216(11) 0.0234(11) 0.0040(9) 0.0030(8) 0.0020(9)
N3A 0.0147(11) 0.0233(11) 0.0201(10) -0.0037(9) 0.0030(8) -0.0007(8)
O4A 0.0187(10) 0.0444(12) 0.0331(11) -0.0031(9) 0.0108(8) -0.0026(9)
C1C 0.0184(12) 0.0195(12) 0.0140(11) -0.0002(9) 0.0040(9) -0.0006(10)
O1A 0.0206(10) 0.0408(12) 0.0331(11) 0.0141(9) 0.0045(8) 0.0023(9)
N3B 0.0180(11) 0.0219(11) 0.0208(10) 0.0005(9) 0.0042(8) 0.0025(9)
O3C 0.0219(10) 0.0374(12) 0.0383(11) 0.0117(9) 0.0136(9) -0.0020(9)
O1B 0.0204(10) 0.0344(11) 0.0329(10) 0.0112(9) 0.0053(8) 0.0013(8)
O3A 0.0212(10) 0.0492(13) 0.0380(12) 0.0156(10) 0.0104(9) -0.0003(10)
C10C 0.0183(13) 0.0180(12) 0.0197(12) -0.0036(10) 0.0040(10) -0.0023(10)
C11B 0.0212(13) 0.0239(13) 0.0235(13) 0.0010(11) 0.0035(10) 0.0006(11)
N1A 0.0145(11) 0.0251(11) 0.0197(10) -0.0032(9) 0.0025(8) 0.0007(9)
C2C 0.0204(13) 0.0217(13) 0.0172(12) 0.0018(10) 0.0038(10) -0.0008(10)
C12A 0.0185(13) 0.0271(14) 0.0246(13) -0.0006(11) 0.0040(10) 0.0020(11)
C11C 0.0198(13) 0.0242(13) 0.0228(13) 0.0019(10) 0.0061(10) -0.0022(10)
N5C 0.0169(11) 0.0247(11) 0.0237(11) 0.0064(9) 0.0033(9) -0.0014(9)
C027 0.0187(13) 0.0276(14) 0.0229(13) 0.0060(11) 0.0080(10) -0.0013(11)
N2C 0.0160(11) 0.0262(12) 0.0274(11) 0.0097(9) 0.0034(9) 0.0009(9)
O4B 0.0176(10) 0.0401(12) 0.0403(12) -0.0023(9) 0.0063(8) -0.0064(9)
C1B 0.0198(13) 0.0205(12) 0.0168(11) -0.0008(10) 0.0029(10) 0.0001(10)
C1A 0.0185(13) 0.0184(12) 0.0166(11) 0.0014(9) 0.0021(9) 0.0019(10)
C13C 0.0200(14) 0.0245(14) 0.0277(14) -0.0050(11) 0.0079(11) -0.0040(11)
C9A 0.0201(13) 0.0253(13) 0.0235(13) -0.0019(11) 0.0077(10) 0.0028(11)
N4B 0.0194(12) 0.0266(12) 0.0366(13) 0.0089(10) 0.0053(10) 0.0031(9)
N2A 0.0158(11) 0.0350(13) 0.0263(12) -0.0102(10) 0.0032(9) -0.0003(10)
O3B 0.0226(10) 0.0380(12) 0.0394(11) 0.0096(9) 0.0092(9) -0.0020(9)
N4C 0.0177(11) 0.0270(12) 0.0272(11) 0.0092(9) 0.0050(9) -0.0014(9)
N5B 0.0189(11) 0.0232(12) 0.0347(13) 0.0074(10) 0.0027(9) 0.0008(9)
C10B 0.0196(13) 0.0220(13) 0.0214(12) -0.0043(10) 0.0026(10) -0.0019(10)
N5A 0.0169(11) 0.0283(12) 0.0244(11) -0.0078(9) 0.0012(9) 0.0014(9)
C13B 0.0217(14) 0.0257(14) 0.0257(13) -0.0076(11) 0.0050(11) -0.0031(11)
C10A 0.0185(13) 0.0212(13) 0.0282(14) 0.0016(11) 0.0041(10) 0.0017(10)
C11A 0.0195(13) 0.0290(14) 0.0257(13) 0.0060(11) 0.0051(11) 0.0029(11)
N2B 0.0181(11) 0.0245(12) 0.0382(13) 0.0114(10) 0.0040(10) 0.0005(9)
C3C 0.0190(13) 0.0212(13) 0.0173(12) 0.0004(10) 0.0043(10) -0.0034(10)
N4A 0.0150(11) 0.0359(13) 0.0292(12) -0.0140(10) 0.0025(9) 0.0018(10)
C2B 0.0200(13) 0.0201(13) 0.0248(13) 0.0011(10) 0.0023(10) -0.0010(10)
C3B 0.0190(13) 0.0208(13) 0.0253(13) -0.0001(10) 0.0030(10) 0.0011(10)
C12C 0.0178(13) 0.0267(14) 0.0244(13) -0.0016(11) 0.0025(10) -0.0005(11)
C9B 0.0223(14) 0.0338(15) 0.0264(14) 0.0060(12) 0.0097(11) 0.0014(12)
C2A 0.0180(13) 0.0243(13) 0.0217(13) -0.0017(10) 0.0013(10) 0.0006(10)
C13A 0.0231(14) 0.0241(13) 0.0253(13) -0.0059(11) 0.0085(11) -0.0013(11)
C3A 0.0178(13) 0.0224(13) 0.0204(12) -0.0029(10) 0.0024(10) 0.0020(10)
C12B 0.0185(13) 0.0282(14) 0.0244(13) -0.0014(11) 0.0007(10) 0.0014(11)
C6C 0.0268(15) 0.0304(15) 0.0362(15) 0.0183(12) 0.0017(11) -0.0035(12)
C4C 0.0252(15) 0.0291(15) 0.0405(16) 0.0174(13) -0.0002(12) 0.0011(12)
C6A 0.0207(14) 0.0446(13) 0.0323(15) -0.0212(12) 0.0009(11) 0.0071(12)
C6B 0.0219(15) 0.0288(15) 0.0488(18) 0.0157(14) 0.0028(13) 0.0039(12)
C8A 0.0438(14) 0.0510(13) 0.0478(14) -0.0124(11) 0.0090(11) 0.0059(12)
C7C 0.0497(15) 0.0453(14) 0.0576(16) 0.0128(12) 0.0202(12) -0.0039(12)
C7A 0.0438(14) 0.0510(13) 0.0478(14) -0.0124(11) 0.0090(11) 0.0059(12)
C4B 0.0272(16) 0.0290(15) 0.0509(19) 0.0174(14) 0.0065(13) -0.0027(12)
C4A 0.0248(15) 0.0453(18) 0.0333(15) -0.0192(14) 0.0001(12) -0.0036(13)
C8C 0.0497(15) 0.0453(14) 0.0576(16) 0.0128(12) 0.0202(12) -0.0039(12)
C8B' 0.076(7) 0.039(4) 0.075(6) 0.003(4) -0.020(5) 0.019(4)
C5B 0.062(5) 0.031(4) 0.045(4) 0.009(3) -0.002(4) -0.016(4)
C5A' 0.058(3) 0.059(3) 0.044(3) -0.035(2) -0.027(2) 0.025(2)
C7B 0.099(6) 0.054(4) 0.068(4) 0.012(3) -0.006(3) 0.035(3)
C5C 0.066(3) 0.033(2) 0.048(2) 0.0260(19) -0.036(2) -0.014(2)
C5A 0.058(3) 0.059(3) 0.044(3) -0.035(2) -0.027(2) 0.025(2)
C5C' 0.066(3) 0.033(2) 0.048(2) 0.0260(19) -0.036(2) -0.014(2)
C5B' 0.098(10) 0.027(4) 0.083(7) 0.012(4) -0.012(7) -0.009(6)
C7B' 0.076(7) 0.039(4) 0.075(6) 0.003(4) -0.020(5) 0.019(4)
C8B 0.099(6) 0.054(4) 0.068(4) 0.012(3) -0.006(3) 0.035(3)
_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
S1C C1C 1.745(2) . ?
S1C C027 1.800(3) . ?
S1A C1A 1.739(3) . ?
S1A C9A 1.794(3) . ?
S1B C1B 1.743(3) . ?
S1B C9B 1.797(3) . ?
O2C C10C 1.248(3) . ?
N3C C1C 1.356(3) . ?
N3C C3C 1.371(3) . ?
O1C C10C 1.270(3) . ?
N1C C1C 1.294(3) . ?
N1C C2C 1.378(3) . ?
O4C C13C 1.220(3) . ?
O2B C10B 1.247(3) . ?
O2A C10A 1.249(3) . ?
N1B C1B 1.352(3) . ?
N1B C2B 1.367(3) . ?
N3A C1A 1.358(3) . ?
N3A C3A 1.370(3) . ?
O4A C13A 1.219(3) . ?
O1A C10A 1.262(3) . ?
N3B C1B 1.297(3) . ?
N3B C3B 1.372(3) . ?
O3C C13C 1.307(3) . ?
O1B C10B 1.267(3) . ?
O3A C13A 1.298(3) . ?
C10C C11C 1.495(4) . ?
C11B C10B 1.493(4) . ?
C11B C12B 1.336(4) . ?
N1A C1A 1.295(3) . ?
N1A C2A 1.373(3) . ?
C2C N5C 1.343(3) . ?
C2C N2C 1.320(3) . ?
C12A C11A 1.330(4) . ?
C12A C13A 1.492(4) . ?
C11C C12C 1.333(4) . ?
N5C C3C 1.325(3) . ?
N2C C4C 1.461(3) . ?
O4B C13B 1.219(3) . ?
C13C C12C 1.487(4) . ?
N4B C3B 1.320(3) . ?
N4B C6B 1.467(4) . ?
N2A C2A 1.319(3) . ?
N2A C4A 1.459(3) . ?
O3B C13B 1.306(3) . ?
N4C C3C 1.322(3) . ?
N4C C6C 1.468(3) . ?
N5B C2B 1.327(3) . ?
N5B C3B 1.349(3) . ?
N5A C2A 1.349(3) . ?
N5A C3A 1.331(3) . ?
C13B C12B 1.486(4) . ?
C10A C11A 1.495(4) . ?
N2B C2B 1.325(3) . ?
N2B C4B 1.465(3) . ?
N4A C3A 1.317(3) . ?
N4A C6A 1.465(3) . ?
C6C C7C 1.508(5) . ?
C6C C8C 1.481(5) . ?
C4C C5C 1.450(5) . ?
C4C C5C' 1.467(15) . ?
C6A C8A 1.470(5) . ?
C6A C7A 1.526(5) . ?
C6B C8B' 1.522(15) . ?
C6B C7B 1.507(9) . ?
C6B C7B' 1.511(12) . ?
C6B C8B 1.455(11) . ?
C4B C5B 1.475(8) . ?
C4B C5B' 1.541(12) . ?
C4A C5A' 1.494(10) . ?
C4A C5A 1.495(7) . ?
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
C1C S1C C027 100.94(12) . . ?
C1A S1A C9A 100.76(12) . . ?
C1B S1B C9B 100.85(13) . . ?
C1C N3C C3C 117.6(2) . . ?
C1C N1C C2C 114.7(2) . . ?
C1B N1B C2B 118.3(2) . . ?
C1A N3A C3A 118.0(2) . . ?
N3C C1C S1C 114.22(18) . . ?
N1C C1C S1C 121.66(19) . . ?
N1C C1C N3C 124.1(2) . . ?
C1B N3B C3B 114.6(2) . . ?
O2C C10C O1C 123.7(2) . . ?
O2C C10C C11C 115.7(2) . . ?
O1C C10C C11C 120.6(2) . . ?
C12B C11B C10B 130.2(3) . . ?
C1A N1A C2A 115.1(2) . . ?
N5C C2C N1C 125.6(2) . . ?
N2C C2C N1C 114.3(2) . . ?
N2C C2C N5C 120.1(2) . . ?
C11A C12A C13A 131.4(3) . . ?
C12C C11C C10C 130.6(2) . . ?
C3C N5C C2C 115.7(2) . . ?
C2C N2C C4C 125.6(2) . . ?
N1B C1B S1B 114.78(19) . . ?
N3B C1B S1B 121.5(2) . . ?
N3B C1B N1B 123.8(2) . . ?
N3A C1A S1A 114.04(18) . . ?
N1A C1A S1A 122.13(19) . . ?
N1A C1A N3A 123.8(2) . . ?
O4C C13C O3C 121.8(3) . . ?
O4C C13C C12C 118.0(3) . . ?
O3C C13C C12C 120.2(2) . . ?
C3B N4B C6B 125.8(2) . . ?
C2A N2A C4A 126.3(2) . . ?
C3C N4C C6C 122.8(2) . . ?
C2B N5B C3B 115.3(2) . . ?
O2B C10B O1B 123.8(2) . . ?
O2B C10B C11B 116.1(2) . . ?
O1B C10B C11B 120.1(2) . . ?
C3A N5A C2A 115.5(2) . . ?
O4B C13B O3B 121.7(3) . . ?
O4B C13B C12B 118.2(3) . . ?
O3B C13B C12B 120.1(2) . . ?
O2A C10A O1A 123.9(2) . . ?
O2A C10A C11A 115.7(2) . . ?
O1A C10A C11A 120.3(2) . . ?
C12A C11A C10A 130.7(3) . . ?
C2B N2B C4B 124.7(2) . . ?
N5C C3C N3C 122.0(2) . . ?
N4C C3C N3C 116.4(2) . . ?
N4C C3C N5C 121.6(2) . . ?
C3A N4A C6A 124.9(2) . . ?
N5B C2B N1B 121.7(2) . . ?
N2B C2B N1B 116.3(2) . . ?
N2B C2B N5B 121.9(2) . . ?
N4B C3B N3B 114.3(2) . . ?
N4B C3B N5B 119.7(2) . . ?
N5B C3B N3B 126.0(2) . . ?
C11C C12C C13C 131.3(3) . . ?
N2A C2A N1A 114.4(2) . . ?
N2A C2A N5A 119.9(2) . . ?
N5A C2A N1A 125.7(2) . . ?
O4A C13A O3A 122.0(3) . . ?
O4A C13A C12A 118.2(3) . . ?
O3A C13A C12A 119.8(2) . . ?
N5A C3A N3A 121.8(2) . . ?
N4A C3A N3A 116.0(2) . . ?
N4A C3A N5A 122.1(2) . . ?
C11B C12B C13B 132.2(3) . . ?
N4C C6C C7C 109.4(3) . . ?
N4C C6C C8C 109.8(3) . . ?
C8C C6C C7C 113.3(3) . . ?
N2C C4C C5C' 111.4(5) . . ?
C5C C4C N2C 112.5(3) . . ?
N4A C6A C8A 111.6(3) . . ?
N4A C6A C7A 108.1(3) . . ?
C8A C6A C7A 112.4(3) . . ?
N4B C6B C8B' 109.0(6) . . ?
N4B C6B C7B 107.1(4) . . ?
N4B C6B C7B' 107.9(5) . . ?
C7B' C6B C8B' 107.9(7) . . ?
C8B C6B N4B 111.8(5) . . ?
C8B C6B C7B 114.9(5) . . ?
N2B C4B C5B 111.5(4) . . ?
N2B C4B C5B' 108.8(5) . . ?
N2A C4A C5A' 110.3(4) . . ?
N2A C4A C5A 109.0(3) . . ?
_shelx_res_file
;
amt-mal.res created by SHELXL-2014/7
TITL 10745 in P21/c #14
REM Best SHELXD solution FINAL CC 79.33
REM Fragments: 18 17 16 9 8 8 1 1 1 1
REM reset to P21/c #14
CELL 0.71073 13.4949 16.2624 23.7809 90 99.2265 90
ZERR 4 0.0026 0.0032 0.0046 0 0.0038 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O S
UNIT 156 252 60 48 12
DELU 0.001 0.001 C6A C8A
DELU 0.001 0.001 C6C C7C
RIGU C5A C4A
RIGU C4A C5A'
RIGU C4C C5C
RIGU C4C C5C'
RIGU C5C' C5C C4C
RIGU C5B C4B C5B'
RIGU C6C C8C
RIGU C8A C6A
EADP C5A' C5A
EADP C5C' C5C
EADP C7B C8B
EADP C8B' C7B'
EADP C7C C8C
EADP C7A C8A
L.S. 15 0 0
PLAN 10
SIZE 0.04 0.096 0.218
TEMP -153.15
fmap 2 53
acta
SHEL 10 0.82
OMIT 0 2 0
OMIT 1 1 1
OMIT -1 1 2
OMIT -1 0 2
OMIT 0 2 2
REM
REM
REM
WGHT 0.068700 9.486499
FVAR 0.04956
S1C 5 0.435579 0.542812 0.441577 11.00000 0.01682 0.02324 =
0.02155 0.00767 0.00701 0.00283
S1A 5 0.280524 -0.065354 0.165806 11.00000 0.01750 0.02368 =
0.02051 -0.00631 0.00514 -0.00221
S1B 5 0.844752 0.347282 0.448319 11.00000 0.01905 0.02835 =
0.02630 0.01061 0.00649 0.00418
O2C 4 0.669434 0.605713 0.420073 11.00000 0.01510 0.02494 =
0.02392 0.00209 0.00683 -0.00171
N3C 3 0.486949 0.655589 0.373480 11.00000 0.01379 0.02031 =
0.02018 0.00409 0.00406 0.00027
AFIX 43
H3C 2 0.546771 0.633080 0.382025 11.00000 -1.20000
AFIX 0
O1C 4 0.743698 0.670437 0.355940 11.00000 0.01829 0.02789 =
0.02479 0.00501 0.00551 -0.00005
N1C 3 0.316951 0.654627 0.383081 11.00000 0.01541 0.02064 =
0.01871 0.00363 0.00359 -0.00093
O4C 4 1.068941 0.658061 0.381531 11.00000 0.01827 0.04476 =
0.03824 -0.00068 0.01051 -0.00637
O2B 4 0.604482 0.289255 0.468183 11.00000 0.01808 0.02816 =
0.02718 0.00292 0.00552 0.00059
O2A 4 -0.046654 -0.512768 0.307214 11.00000 0.01528 0.03426 =
0.03613 0.01118 0.00641 0.00087
N1B 3 0.786935 0.230563 0.511475 11.00000 0.01557 0.02163 =
0.02335 0.00397 0.00302 0.00201
AFIX 43
H1B 2 0.728164 0.254959 0.503421 11.00000 -1.20000
AFIX 0
N3A 3 0.229356 0.032908 0.242837 11.00000 0.01471 0.02327 =
0.02008 -0.00368 0.00297 -0.00065
AFIX 43
H3A 2 0.168698 0.013998 0.230409 11.00000 -1.20000
AFIX 0
O4A 4 0.352541 -0.451519 0.270222 11.00000 0.01870 0.04440 =
0.03313 -0.00314 0.01083 -0.00258
C1C 1 0.407229 0.625808 0.395280 11.00000 0.01839 0.01953 =
0.01396 -0.00023 0.00399 -0.00062
O1A 4 0.027328 -0.449968 0.242365 11.00000 0.02063 0.04081 =
0.03313 0.01413 0.00450 0.00234
N3B 3 0.957559 0.229929 0.504245 11.00000 0.01801 0.02193 =
0.02081 0.00047 0.00416 0.00246
O3C 4 0.917479 0.692578 0.338267 11.00000 0.02187 0.03745 =
0.03830 0.01174 0.01360 -0.00196
AFIX 147
H3CA 2 0.858361 0.689255 0.344970 11.00000 -1.50000
AFIX 0
O1B 4 0.528741 0.210270 0.524323 11.00000 0.02041 0.03441 =
0.03288 0.01117 0.00533 0.00130
O3A 4 0.200248 -0.422828 0.226144 11.00000 0.02124 0.04918 =
0.03801 0.01559 0.01039 -0.00029
AFIX 147
H3AA 2 0.140887 -0.434033 0.229877 11.00000 -1.50000
AFIX 0
C10C 1 0.745676 0.624916 0.399503 11.00000 0.01834 0.01805 =
0.01969 -0.00358 0.00395 -0.00227
C11B 1 0.430934 0.302680 0.459403 11.00000 0.02120 0.02390 =
0.02352 0.00100 0.00348 0.00057
AFIX 43
H11B 2 0.436685 0.342780 0.431056 11.00000 -1.20000
AFIX 0
N1A 3 0.399885 0.035017 0.234657 11.00000 0.01446 0.02510 =
0.01972 -0.00315 0.00246 0.00065
C2C 1 0.306028 0.718401 0.344418 11.00000 0.02044 0.02170 =
0.01719 0.00184 0.00375 -0.00082
C12A 1 0.221409 -0.505154 0.311797 11.00000 0.01847 0.02713 =
0.02456 -0.00064 0.00401 0.00204
AFIX 43
H12A 2 0.271442 -0.530038 0.339172 11.00000 -1.20000
AFIX 0
C11C 1 0.842536 0.589839 0.429153 11.00000 0.01984 0.02425 =
0.02283 0.00188 0.00610 -0.00223
AFIX 43
H11C 2 0.836080 0.553046 0.459382 11.00000 -1.20000
AFIX 0
N5C 3 0.380733 0.754647 0.322517 11.00000 0.01689 0.02468 =
0.02374 0.00642 0.00329 -0.00137
C027 1 0.319841 0.532413 0.469486 11.00000 0.01871 0.02756 =
0.02289 0.00604 0.00804 -0.00129
AFIX 137
H02A 2 0.263968 0.526376 0.437912 11.00000 -1.50000
H02B 2 0.309186 0.581456 0.491709 11.00000 -1.50000
H02C 2 0.323364 0.483748 0.494031 11.00000 -1.50000
AFIX 0
N2C 3 0.212608 0.743757 0.329366 11.00000 0.01598 0.02615 =
0.02736 0.00969 0.00335 0.00094
AFIX 43
H2C 2 0.166259 0.719797 0.345810 11.00000 -1.20000
AFIX 0
O4B 4 0.205292 0.232410 0.507676 11.00000 0.01765 0.04007 =
0.04033 -0.00228 0.00631 -0.00636
C1B 1 0.868296 0.261172 0.492085 11.00000 0.01976 0.02053 =
0.01677 -0.00082 0.00292 0.00013
C1A 1 0.309298 0.008310 0.218900 11.00000 0.01846 0.01839 =
0.01659 0.00144 0.00213 0.00189
C13C 1 0.977902 0.653613 0.377931 11.00000 0.01996 0.02453 =
0.02768 -0.00497 0.00786 -0.00401
C9A 1 0.399147 -0.074921 0.141511 11.00000 0.02010 0.02534 =
0.02351 -0.00187 0.00768 0.00283
AFIX 137
H9AA 2 0.394854 -0.118223 0.112562 11.00000 -1.50000
H9AB 2 0.451168 -0.089162 0.173710 11.00000 -1.50000
H9AC 2 0.416230 -0.022607 0.124988 11.00000 -1.50000
AFIX 0
N4B 3 1.056729 0.135542 0.555628 11.00000 0.01936 0.02660 =
0.03658 0.00885 0.00529 0.00312
AFIX 43
H4B 2 1.104498 0.159003 0.540075 11.00000 -1.20000
AFIX 0
N2A 3 0.504261 0.114944 0.295635 11.00000 0.01579 0.03503 =
0.02635 -0.01022 0.00323 -0.00034
AFIX 43
H2A 2 0.548627 0.100904 0.273990 11.00000 -1.20000
AFIX 0
O3B 4 0.355804 0.185194 0.542764 11.00000 0.02262 0.03803 =
0.03939 0.00964 0.00921 -0.00200
AFIX 147
H3B 2 0.415482 0.194006 0.538499 11.00000 -1.50000
AFIX 0
N4C 3 0.550775 0.751966 0.318959 11.00000 0.01766 0.02698 =
0.02724 0.00923 0.00496 -0.00137
AFIX 43
H4C 2 0.608057 0.725345 0.327082 11.00000 -1.20000
AFIX 0
N5B 3 0.887437 0.126216 0.559709 11.00000 0.01892 0.02321 =
0.03470 0.00744 0.00274 0.00082
C10B 1 0.527724 0.264277 0.485860 11.00000 0.01964 0.02196 =
0.02143 -0.00426 0.00257 -0.00190
N5A 3 0.337360 0.116425 0.306765 11.00000 0.01690 0.02831 =
0.02445 -0.00781 0.00124 0.00143
C13B 1 0.295872 0.232888 0.508554 11.00000 0.02171 0.02573 =
0.02569 -0.00764 0.00496 -0.00312
C10A 1 0.029710 -0.491602 0.287330 11.00000 0.01849 0.02120 =
0.02818 0.00163 0.00405 0.00168
C11A 1 0.127821 -0.519071 0.320279 11.00000 0.01946 0.02900 =
0.02572 0.00597 0.00511 0.00293
AFIX 43
H11A 2 0.122432 -0.551945 0.352673 11.00000 -1.20000
AFIX 0
N2B 3 0.715355 0.129478 0.558407 11.00000 0.01807 0.02445 =
0.03817 0.01140 0.00397 0.00052
AFIX 43
H2B 2 0.659214 0.157251 0.548855 11.00000 -1.20000
AFIX 0
C3C 1 0.471031 0.722005 0.337659 11.00000 0.01900 0.02119 =
0.01732 0.00044 0.00430 -0.00338
N4A 3 0.166566 0.109783 0.309155 11.00000 0.01502 0.03590 =
0.02922 -0.01395 0.00248 0.00182
AFIX 43
H4A 2 0.108550 0.087735 0.294604 11.00000 -1.20000
AFIX 0
C2B 1 0.798272 0.160791 0.543895 11.00000 0.02001 0.02007 =
0.02477 0.00113 0.00229 -0.00103
C3B 1 0.964538 0.163434 0.540197 11.00000 0.01896 0.02076 =
0.02533 -0.00008 0.00304 0.00114
C12C 1 0.936486 0.601714 0.420137 11.00000 0.01780 0.02671 =
0.02441 -0.00163 0.00250 -0.00045
AFIX 43
H12C 2 0.985623 0.571746 0.445062 11.00000 -1.20000
AFIX 0
C9B 1 0.962544 0.357344 0.422809 11.00000 0.02227 0.03385 =
0.02637 0.00599 0.00975 0.00140
AFIX 137
H9BA 2 0.960528 0.405863 0.398211 11.00000 -1.50000
H9BB 2 0.974512 0.308153 0.401058 11.00000 -1.50000
H9BC 2 1.016815 0.363503 0.455250 11.00000 -1.50000
AFIX 0
C2A 1 0.411298 0.089319 0.279428 11.00000 0.01800 0.02430 =
0.02169 -0.00167 0.00133 0.00065
C13A 1 0.261735 -0.457382 0.266904 11.00000 0.02310 0.02413 =
0.02528 -0.00594 0.00854 -0.00127
C3A 1 0.245967 0.088041 0.286910 11.00000 0.01777 0.02245 =
0.02035 -0.00289 0.00242 0.00204
C12B 1 0.337495 0.289593 0.469272 11.00000 0.01853 0.02820 =
0.02442 -0.00144 0.00065 0.00144
AFIX 43
H12B 2 0.288336 0.322875 0.446921 11.00000 -1.20000
AFIX 0
C6C 1 0.547848 0.827767 0.285213 11.00000 0.02683 0.03039 =
0.03617 0.01827 0.00167 -0.00354
AFIX 13
H6C 2 0.481091 0.830679 0.260006 11.00000 -1.20000
AFIX 0
C4C 1 0.179567 0.808190 0.287745 11.00000 0.02522 0.02909 =
0.04053 0.01740 -0.00019 0.00107
PART 1
AFIX 23
H4CA 2 0.141416 0.850138 0.305571 10.70000 -1.20000
H4CB 2 0.239209 0.835388 0.276706 10.70000 -1.20000
AFIX 23
PART 0
PART 2
H4CC 2 0.169553 0.784325 0.248949 10.30000 -1.20000
H4CD 2 0.232337 0.850860 0.289726 10.30000 -1.20000
AFIX 0
PART 0
C6A 1 0.167581 0.167915 0.356305 11.00000 0.02071 0.04459 =
0.03225 -0.02119 0.00088 0.00709
AFIX 13
H6A 2 0.233242 0.162241 0.382293 11.00000 -1.20000
AFIX 0
C6B 1 1.086663 0.068885 0.596416 11.00000 0.02195 0.02883 =
0.04881 0.01567 0.00284 0.00392
PART 2
AFIX 13
H6BA 2 1.032654 0.057689 0.619688 10.40000 -1.20000
AFIX 13
PART 0
PART 1
H6B 2 1.024375 0.038917 0.602195 10.60000 -1.20000
AFIX 0
PART 0
C8A 1 0.158099 0.253392 0.335989 11.00000 0.04377 0.05099 =
0.04777 -0.01243 0.00905 0.00587
AFIX 137
H8AA 2 0.215469 0.267230 0.317207 11.00000 -1.50000
H8AB 2 0.156733 0.290371 0.368395 11.00000 -1.50000
H8AC 2 0.095777 0.259543 0.308826 11.00000 -1.50000
AFIX 0
C7C 1 0.627947 0.824212 0.247780 11.00000 0.04971 0.04531 =
0.05760 0.01284 0.02023 -0.00394
AFIX 137
H7CA 2 0.693895 0.818258 0.271588 11.00000 -1.50000
H7CB 2 0.626503 0.874995 0.225477 11.00000 -1.50000
H7CC 2 0.615510 0.777071 0.221940 11.00000 -1.50000
AFIX 0
C7A 1 0.084058 0.143642 0.389378 11.00000 0.04377 0.05099 =
0.04777 -0.01243 0.00905 0.00587
AFIX 137
H7AA 2 0.019132 0.146864 0.364214 11.00000 -1.50000
H7AB 2 0.084162 0.181204 0.421612 11.00000 -1.50000
H7AC 2 0.095245 0.087270 0.403546 11.00000 -1.50000
AFIX 0
C4B 1 0.710328 0.051971 0.589204 11.00000 0.02715 0.02900 =
0.05093 0.01739 0.00651 -0.00274
PART 1
AFIX 23
H4BA 2 0.693696 0.063591 0.627480 10.55000 -1.20000
H4BB 2 0.776810 0.024796 0.594245 10.55000 -1.20000
AFIX 23
PART 0
PART 2
H4BC 2 0.657387 0.055290 0.613518 10.45000 -1.20000
H4BD 2 0.775268 0.041335 0.614008 10.45000 -1.20000
AFIX 0
PART 0
C4A 1 0.540648 0.164290 0.345951 11.00000 0.02484 0.04530 =
0.03326 -0.01918 0.00008 -0.00360
PART 2
AFIX 23
H4AC 2 0.546616 0.129344 0.380417 10.45000 -1.20000
H4AD 2 0.492023 0.208739 0.349732 10.45000 -1.20000
AFIX 23
PART 0
PART 1
H4AA 2 0.483176 0.184944 0.363021 10.55000 -1.20000
H4AB 2 0.578797 0.212173 0.335130 10.55000 -1.20000
AFIX 0
PART 0
C8C 1 0.557147 0.900165 0.323492 11.00000 0.04971 0.04531 =
0.05760 0.01284 0.02023 -0.00394
AFIX 137
H8CA 2 0.502125 0.899930 0.345842 11.00000 -1.50000
H8CB 2 0.553964 0.950585 0.300704 11.00000 -1.50000
H8CC 2 0.621503 0.897879 0.349256 11.00000 -1.50000
AFIX 0
PART 2
C8B' 1 1.108917 -0.007785 0.563922 10.40000 0.07551 0.03851 =
0.07471 0.00265 -0.02001 0.01861
AFIX 137
H8BA 2 1.046359 -0.028918 0.542058 10.40000 -1.50000
H8BB 2 1.138929 -0.049827 0.590923 10.40000 -1.50000
H8BC 2 1.155794 0.006020 0.537861 10.40000 -1.50000
AFIX 0
PART 0
PART 1
C5B 1 0.634174 -0.003892 0.558442 10.55000 0.06166 0.03068 =
0.04529 0.00866 -0.00236 -0.01620
AFIX 137
H5BA 2 0.568259 0.022833 0.553484 10.55000 -1.50000
H5BB 2 0.631965 -0.054684 0.580383 10.55000 -1.50000
H5BC 2 0.651701 -0.016941 0.521021 10.55000 -1.50000
AFIX 0
PART 0
PART 2
C5A' 1 0.640570 0.200867 0.341300 10.45000 0.05836 0.05869 =
0.04413 -0.03521 -0.02711 0.02490
AFIX 137
H5AA 2 0.690748 0.157004 0.342939 10.45000 -1.50000
H5AB 2 0.660198 0.239280 0.372874 10.45000 -1.50000
H5AC 2 0.636306 0.230309 0.305035 10.45000 -1.50000
AFIX 0
PART 0
PART 1
C7B 1 1.129917 0.108494 0.652272 10.60000 0.09868 0.05414 =
0.06811 0.01222 -0.00565 0.03489
AFIX 137
H7BA 2 1.187377 0.142849 0.646992 10.60000 -1.50000
H7BB 2 1.151953 0.065714 0.680546 10.60000 -1.50000
H7BC 2 1.078548 0.142673 0.665598 10.60000 -1.50000
AFIX 0
C5C 1 0.117088 0.776571 0.237073 10.70000 0.06619 0.03309 =
0.04821 0.02598 -0.03571 -0.01372
AFIX 137
H5CA 2 0.158149 0.743455 0.215188 10.70000 -1.50000
H5CB 2 0.087228 0.822563 0.213636 10.70000 -1.50000
H5CC 2 0.063650 0.742320 0.248139 10.70000 -1.50000
AFIX 0
C5A 1 0.606883 0.112225 0.388163 10.55000 0.05836 0.05869 =
0.04413 -0.03521 -0.02711 0.02490
AFIX 137
H5AD 2 0.566674 0.069139 0.402474 10.55000 -1.50000
H5AE 2 0.638209 0.146547 0.419987 10.55000 -1.50000
H5AF 2 0.659177 0.086864 0.369694 10.55000 -1.50000
AFIX 0
PART 0
PART 2
C5C' 1 0.085633 0.846169 0.298266 10.30000 0.06619 0.03309 =
0.04821 0.02598 -0.03571 -0.01372
AFIX 137
H5CD 2 0.030900 0.806115 0.290446 10.30000 -1.50000
H5CE 2 0.070388 0.893947 0.273260 10.30000 -1.50000
H5CF 2 0.092869 0.863815 0.338119 10.30000 -1.50000
AFIX 0
C5B' 1 0.686472 -0.018264 0.545617 10.45000 0.09792 0.02655 =
0.08271 0.01169 -0.01203 -0.00873
AFIX 137
H5BD 2 0.619252 -0.010130 0.523702 10.45000 -1.50000
H5BE 2 0.688900 -0.071005 0.565728 10.45000 -1.50000
H5BF 2 0.736096 -0.018315 0.519709 10.45000 -1.50000
AFIX 0
C7B' 1 1.182604 0.094571 0.634173 10.40000 0.07551 0.03851 =
0.07471 0.00265 -0.02001 0.01861
AFIX 137
H7BD 2 1.235860 0.101532 0.610987 10.40000 -1.50000
H7BE 2 1.202422 0.052147 0.663057 10.40000 -1.50000
H7BF 2 1.171742 0.146690 0.652957 10.40000 -1.50000
AFIX 0
PART 0
PART 1
C8B 1 1.152513 0.010026 0.574777 10.60000 0.09868 0.05414 =
0.06811 0.01222 -0.00565 0.03489
AFIX 137
H8BD 2 1.118903 -0.012273 0.538383 10.60000 -1.50000
H8BE 2 1.168235 -0.034859 0.602256 10.60000 -1.50000
H8BF 2 1.214750 0.037570 0.569117 10.60000 -1.50000
AFIX 0
HKLF 4
REM 10745 in P21/c #14
REM R1 = 0.0545 for 8031 Fo > 4sig(Fo) and 0.0671 for all 9760 data
REM 651 parameters refined using 26 restraints
END
WGHT 0.0687 9.4774
REM Highest difference peak 1.384, deepest hole -1.154, 1-sigma level 0.067
Q1 1 0.5589 0.0991 0.3989 11.00000 0.05 1.29
Q2 1 0.1663 0.7600 0.2219 11.00000 0.05 1.12
Q3 1 0.6225 0.0570 0.6154 11.00000 0.05 1.00
Q4 1 0.6427 0.1404 0.3765 11.00000 0.05 0.80
Q5 1 0.0808 0.7783 0.2454 11.00000 0.05 0.59
Q6 1 0.0736 0.8198 0.2786 11.00000 0.05 0.51
Q7 1 0.1040 0.8597 0.3133 11.00000 0.05 0.37
Q8 1 0.1049 0.7223 0.2254 11.00000 0.05 0.33
Q9 1 0.6159 0.0599 0.3865 11.00000 0.05 0.31
Q10 1 0.4784 0.2886 0.4719 11.00000 0.05 0.28
;
_shelx_res_checksum 99885
_olex2_submission_special_instructions 'No special instructions were received'