#------------------------------------------------------------------------------
#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/64/7226415.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7226415
loop_
_publ_author_name
'Phukan, Nithi'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Conformational adjustments over synthons of urea and thiourea based
 assemblies
;
_journal_issue                   40
_journal_name_full               CrystEngComm
_journal_page_first              7753
_journal_paper_doi               10.1039/C6CE01326K
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C31 H51 Cl N4 O2 S'
_chemical_formula_weight         579.27
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-02-12 deposited with the CCDC.
2016-08-31 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 98.020(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.5868(16)
_cell_length_b                   15.626(2)
_cell_length_c                   19.065(2)
_cell_measurement_reflns_used    2179
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      17.48
_cell_measurement_theta_min      2.56
_cell_volume                     3418.1(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0719
_diffrn_reflns_av_sigmaI/netI    0.0979
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            26384
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    0.204
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.126
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         6171
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.143
_refine_ls_R_factor_all          0.1919
_refine_ls_R_factor_gt           0.0902
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+3.3000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1919
_refine_ls_wR_factor_ref         0.2324
_reflns_number_gt                2605
_reflns_number_total             6171
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ce01326k2.cif
_cod_data_source_block           1e
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7226405--7226416.cif.
;
_cod_original_cell_volume        3418.2(8)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7226415
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cl1 Cl 0.84844(13) 1.00069(10) 0.18343(8) 0.1066(5) Uani 1 1 d .
S2 S 0.61991(16) 0.90626(11) 0.43046(9) 0.1206(7) Uani 1 1 d .
C6 C 0.4783(5) 0.9471(3) 0.1452(3) 0.0835(15) Uani 1 1 d .
C10 C 0.3869(6) 0.9183(3) 0.0239(4) 0.0904(16) Uani 1 1 d .
C15 C 0.4857(5) 0.9124(3) 0.0778(3) 0.0806(14) Uani 1 1 d .
C14 C 0.5858(5) 0.8717(3) 0.0601(3) 0.0926(16) Uani 1 1 d .
H14 H 0.6511 0.8663 0.0943 0.111 Uiso 1 1 calc R
C4 C 0.7191(6) 0.9374(3) 0.3763(3) 0.0985(17) Uani 1 1 d .
C7 C 0.3756(6) 0.9822(3) 0.1600(3) 0.0998(17) Uani 1 1 d .
H7 H 0.3708 1.0036 0.2050 0.120 Uiso 1 1 calc R
C3 C 0.8290(7) 0.9325(4) 0.4793(4) 0.122(2) Uani 1 1 d .
H3 H 0.8978 0.9382 0.5105 0.147 Uiso 1 1 calc R
C8 C 0.2765(6) 0.9860(4) 0.1067(5) 0.115(2) Uani 1 1 d .
H8 H 0.2068 1.0089 0.1172 0.138 Uiso 1 1 calc R
C9 C 0.2841(7) 0.9558(4) 0.0405(4) 0.113(2) Uani 1 1 d .
H9 H 0.2198 0.9601 0.0055 0.136 Uiso 1 1 calc R
C11 C 0.3948(7) 0.8850(4) -0.0439(4) 0.112(2) Uani 1 1 d .
H11 H 0.3312 0.8897 -0.0792 0.134 Uiso 1 1 calc R
C13 C 0.5891(6) 0.8400(4) -0.0060(4) 0.1108(19) Uani 1 1 d .
H13 H 0.6566 0.8135 -0.0164 0.133 Uiso 1 1 calc R
C2 C 0.7312(7) 0.9084(4) 0.5015(4) 0.120(2) Uani 1 1 d .
C12 C 0.4925(8) 0.8466(4) -0.0584(4) 0.121(2) Uani 1 1 d .
H12 H 0.4957 0.8244 -0.1034 0.145 Uiso 1 1 calc R
C1 C 0.7090(7) 0.8872(5) 0.5753(4) 0.158(3) Uani 1 1 d .
H1A H 0.7775 0.8997 0.6082 0.237 Uiso 1 1 calc R
H1B H 0.6904 0.8276 0.5781 0.237 Uiso 1 1 calc R
H1C H 0.6450 0.9209 0.5869 0.237 Uiso 1 1 calc R
N3 N 0.5795(4) 0.9476(3) 0.1963(3) 0.0956(13) Uani 1 1 d .
H3A H 0.6452 0.9558 0.1812 0.115 Uiso 1 1 calc R
N2 N 0.6918(4) 0.9491(3) 0.3043(3) 0.0989(14) Uani 1 1 d .
H2 H 0.7463 0.9653 0.2810 0.119 Uiso 1 1 calc R
N1 N 0.8254(5) 0.9491(3) 0.4074(3) 0.1087(15) Uani 1 1 d .
N4 N 0.1160(4) 0.7713(3) 0.2262(3) 0.0932(13) Uani 1 1 d .
C27 C 0.0210(5) 0.7181(4) 0.2522(3) 0.1089(19) Uani 1 1 d .
H27A H -0.0075 0.6773 0.2155 0.131 Uiso 1 1 calc R
H27B H 0.0556 0.6857 0.2932 0.131 Uiso 1 1 calc R
C25 C -0.1711(9) 0.6919(7) 0.2861(6) 0.222(5) Uani 1 1 d D
H25A H -0.2163 0.6745 0.2417 0.266 Uiso 1 1 calc R
H25B H -0.1286 0.6424 0.3068 0.266 Uiso 1 1 calc R
C24 C -0.2484(11) 0.7237(7) 0.3341(7) 0.271(6) Uani 1 1 d D
H24A H -0.2032 0.7513 0.3738 0.407 Uiso 1 1 calc R
H24B H -0.2909 0.6768 0.3506 0.407 Uiso 1 1 calc R
H24C H -0.3022 0.7640 0.3097 0.407 Uiso 1 1 calc R
C26 C -0.0808(6) 0.7667(5) 0.2720(4) 0.157(3) Uani 1 1 d .
H26A H -0.1141 0.8039 0.2337 0.189 Uiso 1 1 calc R
H26B H -0.0585 0.8007 0.3142 0.189 Uiso 1 1 calc R
C19 C 0.1639(5) 0.8380(4) 0.2804(4) 0.1080(19) Uani 1 1 d .
H19A H 0.2238 0.8704 0.2613 0.130 Uiso 1 1 calc R
H19B H 0.1016 0.8775 0.2868 0.130 Uiso 1 1 calc R
C17 C 0.2549(8) 0.8762(5) 0.4006(5) 0.161(3) Uani 1 1 d D
H17A H 0.1917 0.9170 0.3997 0.193 Uiso 1 1 calc R
H17B H 0.3188 0.9049 0.3824 0.193 Uiso 1 1 calc R
C18 C 0.2148(7) 0.8038(5) 0.3522(4) 0.142(3) Uani 1 1 d .
H18A H 0.1563 0.7708 0.3721 0.170 Uiso 1 1 calc R
H18B H 0.2799 0.7664 0.3473 0.170 Uiso 1 1 calc R
C16 C 0.2946(10) 0.8512(6) 0.4763(5) 0.220(5) Uani 1 1 d D
H16A H 0.2319 0.8233 0.4952 0.331 Uiso 1 1 calc R
H16B H 0.3175 0.9015 0.5037 0.331 Uiso 1 1 calc R
H16C H 0.3597 0.8129 0.4783 0.331 Uiso 1 1 calc R
C28 C 0.2106(5) 0.7085(3) 0.2116(3) 0.1092(19) Uani 1 1 d .
H28A H 0.2393 0.6788 0.2553 0.131 Uiso 1 1 calc R
H28B H 0.1761 0.6661 0.1779 0.131 Uiso 1 1 calc R
C29 C 0.3131(6) 0.7497(5) 0.1828(5) 0.162(3) Uani 1 1 d .
H29A H 0.3543 0.7864 0.2190 0.194 Uiso 1 1 calc R
H29B H 0.2839 0.7854 0.1426 0.194 Uiso 1 1 calc R
C31 C 0.4766(12) 0.6666(8) 0.2266(7) 0.308(8) Uani 1 1 d D
H31A H 0.4382 0.6277 0.2547 0.462 Uiso 1 1 calc R
H31B H 0.4898 0.7201 0.2512 0.462 Uiso 1 1 calc R
H31C H 0.5499 0.6427 0.2184 0.462 Uiso 1 1 calc R
C30 C 0.4032(9) 0.6809(7) 0.1585(7) 0.214(5) Uani 1 1 d D
H30A H 0.3642 0.6289 0.1404 0.256 Uiso 1 1 calc R
H30B H 0.4474 0.7043 0.1234 0.256 Uiso 1 1 calc R
C20 C 0.0682(5) 0.8205(4) 0.1598(4) 0.112(2) Uani 1 1 d .
H20A H 0.1312 0.8530 0.1441 0.134 Uiso 1 1 calc R
H20B H 0.0106 0.8611 0.1716 0.134 Uiso 1 1 calc R
C21 C 0.0125(8) 0.7647(6) 0.0986(5) 0.165(3) Uani 1 1 d .
H21A H -0.0662 0.7527 0.1077 0.198 Uiso 1 1 calc R
H21B H 0.0539 0.7105 0.1030 0.198 Uiso 1 1 calc R
C22 C 0.0021(17) 0.7912(9) 0.0168(9) 0.347(10) Uani 1 1 d D
H22A H 0.0770 0.7889 -0.0003 0.417 Uiso 1 1 calc R
H22B H -0.0531 0.7552 -0.0127 0.417 Uiso 1 1 calc R
C23 C -0.0401(10) 0.8787(10) 0.0192(7) 0.255(6) Uani 1 1 d D
H23A H -0.1111 0.8793 0.0398 0.382 Uiso 1 1 calc R
H23B H -0.0544 0.9015 -0.0279 0.382 Uiso 1 1 calc R
H23C H 0.0174 0.9131 0.0475 0.382 Uiso 1 1 calc R
O1 O 1.0059(5) 0.0264(3) 0.3357(4) 0.1404(17) Uani 1 1 d D
C5 C 0.5819(6) 0.9362(4) 0.2674(4) 0.0939(17) Uani 1 1 d .
O2 O 0.4981(4) 0.9166(3) 0.2962(2) 0.1193(14) Uani 1 1 d .
H1P H 0.954(9) 0.009(8) 0.366(5) 0.32(7) Uiso 1 1 d D
H2Q H 0.968(6) 0.015(5) 0.2902(19) 0.18(3) Uiso 1 1 d D
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C4 S2 C2 88.6(4)
C7 C6 C15 120.4(6)
C7 C6 N3 120.9(6)
C15 C6 N3 118.7(5)
C9 C10 C11 121.9(7)
C9 C10 C15 119.0(6)
C11 C10 C15 119.2(7)
C14 C15 C6 123.4(5)
C14 C15 C10 117.5(6)
C6 C15 C10 119.1(6)
C13 C14 C15 121.2(6)
N1 C4 N2 120.4(6)
N1 C4 S2 115.8(5)
N2 C4 S2 123.8(5)
C6 C7 C8 120.4(6)
C2 C3 N1 117.4(7)
C9 C8 C7 119.7(7)
C8 C9 C10 121.4(7)
C12 C11 C10 121.3(7)
C14 C13 C12 120.9(7)
C3 C2 C1 129.1(7)
C3 C2 S2 109.5(5)
C1 C2 S2 121.4(6)
C11 C12 C13 119.9(7)
C5 N3 C6 125.7(5)
C4 N2 C5 123.8(5)
C4 N1 C3 108.6(6)
C27 N4 C20 110.7(4)
C27 N4 C19 111.5(4)
C20 N4 C19 106.1(4)
C27 N4 C28 106.2(4)
C20 N4 C28 111.2(4)
C19 N4 C28 111.3(4)
C26 C27 N4 116.0(5)
C24 C25 C26 109.1(9)
C27 C26 C25 103.1(7)
C18 C19 N4 115.7(5)
C18 C17 C16 115.1(7)
C17 C18 C19 109.9(6)
C29 C28 N4 114.2(5)
C28 C29 C30 113.1(6)
C31 C30 C29 99.6(9)
N4 C20 C21 114.5(5)
C20 C21 C22 124.2(9)
C23 C22 C21 101.1(14)
O2 C5 N3 125.0(6)
O2 C5 N2 122.9(6)
N3 C5 N2 112.1(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S2 C4 1.719(6)
S2 C2 1.735(7)
C6 C7 1.374(7)
C6 C15 1.407(7)
C6 N3 1.417(6)
C10 C9 1.402(8)
C10 C11 1.407(8)
C10 C15 1.431(7)
C15 C14 1.405(7)
C14 C13 1.360(7)
C4 N1 1.303(7)
C4 N2 1.377(7)
C7 C8 1.424(8)
C3 C2 1.319(8)
C3 N1 1.388(8)
C8 C9 1.363(9)
C11 C12 1.344(9)
C13 C12 1.397(9)
C2 C1 1.503(9)
N3 C5 1.364(7)
N2 C5 1.381(7)
N4 C27 1.517(6)
N4 C20 1.518(7)
N4 C19 1.518(7)
N4 C28 1.525(6)
C27 C26 1.494(8)
C25 C24 1.455(7)
C25 C26 1.617(10)
C19 C18 1.510(8)
C17 C18 1.492(9)
C17 C16 1.503(9)
C28 C29 1.520(8)
C29 C30 1.611(10)
C31 C30 1.465(7)
C20 C21 1.527(9)
C21 C22 1.601(16)
C22 C23 1.454(8)
C5 O2 1.219(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139202692
