# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_nm_35b_100k
_database_code_depnum_ccdc_archive 'CCDC 2169418'
loop_
_audit_author_name
_audit_author_address
'Ramaswamy Murugavel'
;IIT Bombay
India
;
_audit_update_record             
;
2023-01-11 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2023-01-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H44 Ca N2 O8 P2'
_chemical_formula_sum            'C28 H44 Ca N2 O8 P2'
_chemical_formula_weight         638.67
_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'
Ca Ca 0.2262 0.3064 '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'
P P 0.1023 0.0942 '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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   9.4587(15)
_cell_length_b                   11.0180(17)
_cell_length_c                   30.677(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.810(5)
_cell_angle_gamma                90
_cell_volume                     3180.6(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7238
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      25.2850
_cell_measurement_theta_min      1.9530
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.897
_exptl_absorpt_coefficient_mu    0.347
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            20763
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         1.965
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_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                2145
_reflns_number_total             2714
_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 > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         2714
_refine_ls_number_restraints     115
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0470
_refine_ls_restrained_S_all      1.086
_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/[σ²(Fo²)+(0.0421P)²+7.3011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1063
_refine_ls_wR_factor_ref         0.1150
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C13B-C14A = C14A-C15B = C15B-C16B = C16B-C17B = C17B-C18B = C14A-C19B = C19B-
 C20A
 1.54 with sigma of 0.01
 C18B-C17B \\sim C18A-C17A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C16B) \\sim Ueq, Uanis(C15B) \\sim Ueq, Uanis(C14A) \\sim Ueq,
Uanis(C20A) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
4. Rigid body (RIGU) restrains
 C13B, C14B, C15A, C16A, C17A, C18A, C19A, C20B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C13A, C14A, C15B, C16B, C17B, C18B, C19B, C20A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C13A(0.6) H13A(0.6) H13B(0.6) C13B(0.4) H13C(0.4) H13D(0.4)
 C14A(0.6) H14A(0.6) C14B(0.4) H14B(0.4) C15A(0.4) H15A(0.4) H15B(0.4)
 C15B(0.6) H15C(0.6) H15D(0.6) C16A(0.4) H16A(0.4) H16B(0.4) C16B(0.6)
 H16C(0.6) H16D(0.6) C17A(0.4) H17A(0.4) H17B(0.4) C17B(0.6) H17C(0.6)
 H17D(0.6) C18A(0.4) H18A(0.4) H18B(0.4) H18C(0.4) C18B(0.6) H18D(0.6)
 H18E(0.6) H18F(0.6) C19A(0.4) H19A(0.4) H19B(0.4) C19B(0.6) H19C(0.6)
 H19D(0.6) C20A(0.6) H20A(0.6) H20B(0.6) H20C(0.6) C20B(0.4) H20D(0.4)
 H20E(0.4) H20F(0.4)
6.a Ternary CH refined with riding coordinates:
 C14A(H14A), C14B(H14B)
6.b Secondary CH2 refined with riding coordinates:
 C13A(H13A,H13B), C13B(H13C,H13D), C15A(H15A,H15B), C15B(H15C,H15D), C16A(H16A,
 H16B), C16B(H16C,H16D), C17A(H17A,H17B), C17B(H17C,H17D), C19A(H19A,H19B),
 C19B(H19C,H19D)
6.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3A), C6(H6)
6.d Idealised Me refined as rotating group:
 C18A(H18A,H18B,H18C), C18B(H18D,H18E,H18F), C20A(H20A,H20B,H20C), C20B(H20D,
 H20E,H20F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
Ca1 Ca 0.250000 0.85101(6) 0.500000 0.0230(2) Uani 1 2 d S T P . .
P1 P 0.49618(8) 0.96272(6) 0.43173(3) 0.0236(2) Uani 1 1 d . . . . .
O1 O 0.4396(2) 0.86706(16) 0.45927(7) 0.0300(5) Uani 1 1 d . . . . .
O2 O 0.6388(2) 1.01667(16) 0.44638(6) 0.0269(5) Uani 1 1 d . . . . .
O3 O 0.3872(3) 1.07086(17) 0.42428(7) 0.0319(5) Uani 1 1 d . . . . .
H3 H 0.305(5) 1.046(3) 0.4293(11) 0.047(11) Uiso 1 1 d . . . . .
O4 O 0.5046(2) 0.90242(19) 0.38499(7) 0.0367(6) Uani 1 1 d . . . . .
N1 N 0.1390(3) 0.65825(18) 0.46759(8) 0.0249(6) Uani 1 1 d . . . . .
C1 C 0.0292(4) 0.6564(2) 0.43716(10) 0.0298(7) Uani 1 1 d . . . . .
H1 H -0.007472 0.731830 0.426040 0.036 Uiso 1 1 calc R U . . .
C2 C -0.0364(4) 0.5492(3) 0.42037(10) 0.0325(8) Uani 1 1 d . . . . .
H2 H -0.116322 0.552815 0.399009 0.039 Uiso 1 1 calc R U . . .
C3 C 0.0167(3) 0.4401(2) 0.43526(10) 0.0314(8) Uani 1 1 d . . . . .
H3A H -0.025010 0.366656 0.423969 0.038 Uiso 1 1 calc R U . . .
C4 C 0.1336(3) 0.4369(2) 0.46745(10) 0.0279(7) Uani 1 1 d . . . . .
C5 C 0.1910(3) 0.5488(2) 0.48309(9) 0.0241(7) Uani 1 1 d . . . . .
C6 C 0.1942(3) 0.3256(2) 0.48467(11) 0.0341(8) Uani 1 1 d . . . . .
H6 H 0.154744 0.250520 0.474199 0.041 Uiso 1 1 calc R U . . .
C13A C 0.5833(12) 0.9669(10) 0.3512(5) 0.034(2) Uani 0.6 1 d . . P A 1
H13A H 0.544223 1.049905 0.346975 0.041 Uiso 0.6 1 calc R U P A 1
H13B H 0.684525 0.974530 0.362735 0.041 Uiso 0.6 1 calc R U P A 1
C13B C 0.5291(18) 0.970(2) 0.3513(8) 0.053(6) Uani 0.4 1 d . . P A 2
H13C H 0.629759 0.995626 0.353688 0.063 Uiso 0.4 1 calc R U P A 2
H13D H 0.467906 1.042640 0.349609 0.063 Uiso 0.4 1 calc R U P A 2
C14A C 0.5744(9) 0.9047(7) 0.3081(2) 0.0500(18) Uani 0.6 1 d D U P A 1
H14A H 0.647604 0.942333 0.290981 0.060 Uiso 0.6 1 calc R U P A 1
C14B C 0.4938(15) 0.8874(11) 0.3097(3) 0.049(3) Uani 0.4 1 d . . P A 2
H14B H 0.389175 0.871444 0.306029 0.059 Uiso 0.4 1 calc R U P A 2
C15A C 0.5334(14) 0.9699(11) 0.2701(3) 0.068(3) Uani 0.4 1 d . . P A 2
H15A H 0.489732 1.050832 0.272882 0.081 Uiso 0.4 1 calc R U P A 2
H15B H 0.637752 0.981178 0.272852 0.081 Uiso 0.4 1 calc R U P A 2
C15B C 0.4338(7) 0.9185(6) 0.2815(2) 0.0487(15) Uani 0.6 1 d D U P A 1
H15C H 0.409112 1.005823 0.280356 0.058 Uiso 0.6 1 calc R U P A 1
H15D H 0.361150 0.876623 0.297127 0.058 Uiso 0.6 1 calc R U P A 1
C16A C 0.4878(15) 0.9214(12) 0.2257(4) 0.066(3) Uani 0.4 1 d . . P A 2
H16A H 0.517441 0.980024 0.203879 0.079 Uiso 0.4 1 calc R U P A 2
H16B H 0.540222 0.845009 0.221925 0.079 Uiso 0.4 1 calc R U P A 2
C16B C 0.4235(9) 0.8703(7) 0.2347(2) 0.0467(16) Uani 0.6 1 d D U P A 1
H16C H 0.500915 0.906796 0.219675 0.056 Uiso 0.6 1 calc R U P A 1
H16D H 0.439037 0.781490 0.235782 0.056 Uiso 0.6 1 calc R U P A 1
C17A C 0.335(2) 0.897(3) 0.2151(7) 0.078(5) Uani 0.4 1 d D . P A 2
H17A H 0.281463 0.970125 0.222146 0.094 Uiso 0.4 1 calc R U P A 2
H17B H 0.307728 0.830485 0.234254 0.094 Uiso 0.4 1 calc R U P A 2
C17B C 0.2841(11) 0.8955(14) 0.2080(4) 0.060(3) Uani 0.6 1 d D . P A 1
H17C H 0.264346 0.983713 0.208043 0.072 Uiso 0.6 1 calc R U P A 1
H17D H 0.206489 0.853399 0.221202 0.072 Uiso 0.6 1 calc R U P A 1
C18A C 0.289(4) 0.861(3) 0.1666(6) 0.092(11) Uani 0.4 1 d D . P A 2
H18A H 0.288479 0.933483 0.148026 0.139 Uiso 0.4 1 calc R U P A 2
H18B H 0.193687 0.825576 0.164404 0.139 Uiso 0.4 1 calc R U P A 2
H18C H 0.356277 0.801588 0.156839 0.139 Uiso 0.4 1 calc R U P A 2
C18B C 0.289(2) 0.8514(19) 0.1602(5) 0.070(5) Uani 0.6 1 d D . P A 1
H18D H 0.349730 0.905410 0.144962 0.105 Uiso 0.6 1 calc R U P A 1
H18E H 0.192343 0.852123 0.144986 0.105 Uiso 0.6 1 calc R U P A 1
H18F H 0.326692 0.768610 0.160286 0.105 Uiso 0.6 1 calc R U P A 1
C19A C 0.580(3) 0.753(2) 0.3161(12) 0.073(6) Uani 0.4 1 d . . P A 2
H19A H 0.566620 0.718473 0.345151 0.088 Uiso 0.4 1 calc R U P A 2
H19B H 0.540736 0.695491 0.293296 0.088 Uiso 0.4 1 calc R U P A 2
C19B C 0.6094(14) 0.7687(10) 0.3125(6) 0.051(3) Uani 0.6 1 d D . P A 1
H19C H 0.539159 0.728789 0.329625 0.061 Uiso 0.6 1 calc R U P A 1
H19D H 0.601877 0.731259 0.283060 0.061 Uiso 0.6 1 calc R U P A 1
C20A C 0.7594(9) 0.7478(8) 0.3353(3) 0.064(2) Uani 0.6 1 d D U P A 1
H20A H 0.827929 0.795694 0.320625 0.096 Uiso 0.6 1 calc R U P A 1
H20B H 0.783538 0.661527 0.333867 0.096 Uiso 0.6 1 calc R U P A 1
H20C H 0.762679 0.772946 0.366065 0.096 Uiso 0.6 1 calc R U P A 1
C20B C 0.7315(19) 0.7732(15) 0.3124(4) 0.075(4) Uani 0.4 1 d . . P A 2
H20D H 0.742842 0.822014 0.286335 0.112 Uiso 0.4 1 calc R U P A 2
H20E H 0.778904 0.694724 0.310019 0.112 Uiso 0.4 1 calc R U P A 2
H20F H 0.774035 0.815984 0.338545 0.112 Uiso 0.4 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O1 2.294(2) . y
Ca1 O1 2.294(2) 2_556 y
Ca1 O2 2.3640(19) 5_676 y
Ca1 O2 2.3640(19) 6_575 y
Ca1 N1 2.528(2) . y
Ca1 N1 2.528(2) 2_556 y
P1 O1 1.484(2) . ?
P1 O2 1.500(2) . ?
P1 O3 1.577(2) . ?
P1 O4 1.590(2) . ?
O3 H3 0.85(4) . ?
O4 C13A 1.512(13) . ?
O4 C13B 1.31(2) . ?
N1 C1 1.325(4) . ?
N1 C5 1.369(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.407(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.364(4) . ?
C3 H3A 0.9500 . ?
C3 C4 1.406(4) . ?
C4 C5 1.411(4) . ?
C4 C6 1.432(4) . ?
C5 C5 1.445(6) 2_556 ?
C6 C6 1.340(6) 2_556 ?
C6 H6 0.9500 . ?
C13A H13A 0.9900 . ?
C13A H13B 0.9900 . ?
C13A C14A 1.486(16) . ?
C13B H13C 0.9900 . ?
C13B H13D 0.9900 . ?
C13B C14B 1.57(3) . ?
C14A H14A 1.0000 . ?
C14A C15B 1.496(7) . ?
C14A C19B 1.537(9) . ?
C14B H14B 1.0000 . ?
C14B C15A 1.593(14) . ?
C14B C19A 1.69(2) . ?
C15A H15A 0.9900 . ?
C15A H15B 0.9900 . ?
C15A C16A 1.487(15) . ?
C15B H15C 0.9900 . ?
C15B H15D 0.9900 . ?
C15B C16B 1.524(7) . ?
C16A H16A 0.9900 . ?
C16A H16B 0.9900 . ?
C16A C17A 1.47(2) . ?
C16B H16C 0.9900 . ?
C16B H16D 0.9900 . ?
C16B C17B 1.507(8) . ?
C17A H17A 0.9900 . ?
C17A H17B 0.9900 . ?
C17A C18A 1.558(15) . ?
C17B H17C 0.9900 . ?
C17B H17D 0.9900 . ?
C17B C18B 1.549(8) . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
C19A H19A 0.9900 . ?
C19A H19B 0.9900 . ?
C19A C20B 1.47(3) . ?
C19B H19C 0.9900 . ?
C19B H19D 0.9900 . ?
C19B C20A 1.535(9) . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ca1 O1 171.16(9) . 2_556 y
O1 Ca1 O2 83.73(7) 2_556 5_676 y
O1 Ca1 O2 90.81(7) 2_556 6_575 y
O1 Ca1 O2 90.80(7) . 5_676 y
O1 Ca1 O2 83.73(7) . 6_575 y
O1 Ca1 N1 87.86(7) 2_556 . y
O1 Ca1 N1 99.61(8) 2_556 2_556 y
O1 Ca1 N1 87.86(7) . 2_556 y
O1 Ca1 N1 99.61(8) . . y
O2 Ca1 O2 103.84(10) 5_676 6_575 y
O2 Ca1 N1 158.40(7) 5_676 . y
O2 Ca1 N1 158.40(7) 6_575 2_556 y
O2 Ca1 N1 96.12(7) 5_676 2_556 y
O2 Ca1 N1 96.12(7) 6_575 . y
N1 Ca1 N1 65.69(11) . 2_556 y
O1 P1 Ca1 27.34(8) . . ?
O1 P1 O2 118.41(12) . . ?
O1 P1 O3 110.55(13) . . ?
O1 P1 O4 105.69(12) . . ?
O2 P1 Ca1 126.22(9) . . ?
O2 P1 O3 107.36(12) . . ?
O2 P1 O4 108.08(12) . . ?
O3 P1 Ca1 83.57(9) . . ?
O3 P1 O4 106.07(12) . . ?
O4 P1 Ca1 119.25(9) . . ?
P1 O1 Ca1 135.37(11) . . ?
P1 O2 Ca1 140.90(12) . 5_676 ?
P1 O3 H3 109(2) . . ?
C13A O4 P1 119.6(5) . . ?
C13B O4 P1 120.3(10) . . ?
C1 N1 Ca1 123.69(17) . . ?
C1 N1 C5 117.4(2) . . ?
C5 N1 Ca1 118.88(19) . . ?
N1 C1 H1 118.1 . . ?
N1 C1 C2 123.8(3) . . ?
C2 C1 H1 118.1 . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 118.9(3) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3A 120.2 . . ?
C2 C3 C4 119.6(3) . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 C5 117.7(3) . . ?
C3 C4 C6 122.5(3) . . ?
C5 C4 C6 119.8(3) . . ?
N1 C5 C4 122.6(3) . . ?
N1 C5 C5 118.27(16) . 2_556 ?
C4 C5 C5 119.13(17) . 2_556 ?
C4 C6 H6 119.5 . . ?
C6 C6 C4 121.07(17) 2_556 . ?
C6 C6 H6 119.5 2_556 . ?
O4 C13A H13A 108.8 . . ?
O4 C13A H13B 108.8 . . ?
H13A C13A H13B 107.7 . . ?
C14A C13A O4 114.0(9) . . ?
C14A C13A H13A 108.8 . . ?
C14A C13A H13B 108.8 . . ?
O4 C13B H13C 110.6 . . ?
O4 C13B H13D 110.6 . . ?
O4 C13B C14B 105.9(16) . . ?
H13C C13B H13D 108.7 . . ?
C14B C13B H13C 110.6 . . ?
C14B C13B H13D 110.6 . . ?
C13A C14A H14A 107.3 . . ?
C13A C14A C15B 113.9(7) . . ?
C13A C14A C19B 112.2(10) . . ?
C15B C14A H14A 107.3 . . ?
C15B C14A C19B 108.6(7) . . ?
C19B C14A H14A 107.3 . . ?
C13B C14B H14B 108.7 . . ?
C13B C14B C15A 104.0(12) . . ?
C13B C14B C19A 110.5(16) . . ?
C15A C14B H14B 108.7 . . ?
C15A C14B C19A 116.1(15) . . ?
C19A C14B H14B 108.7 . . ?
C14B C15A H15A 108.5 . . ?
C14B C15A H15B 108.5 . . ?
H15A C15A H15B 107.5 . . ?
C16A C15A C14B 115.2(11) . . ?
C16A C15A H15A 108.5 . . ?
C16A C15A H15B 108.5 . . ?
C14A C15B H15C 108.2 . . ?
C14A C15B H15D 108.2 . . ?
C14A C15B C16B 116.5(6) . . ?
H15C C15B H15D 107.3 . . ?
C16B C15B H15C 108.2 . . ?
C16B C15B H15D 108.2 . . ?
C15A C16A H16A 108.0 . . ?
C15A C16A H16B 108.0 . . ?
H16A C16A H16B 107.3 . . ?
C17A C16A C15A 117.1(13) . . ?
C17A C16A H16A 108.0 . . ?
C17A C16A H16B 108.0 . . ?
C15B C16B H16C 108.6 . . ?
C15B C16B H16D 108.6 . . ?
H16C C16B H16D 107.6 . . ?
C17B C16B C15B 114.8(8) . . ?
C17B C16B H16C 108.6 . . ?
C17B C16B H16D 108.6 . . ?
C16A C17A H17A 108.4 . . ?
C16A C17A H17B 108.4 . . ?
C16A C17A C18A 116(2) . . ?
H17A C17A H17B 107.5 . . ?
C18A C17A H17A 108.4 . . ?
C18A C17A H17B 108.4 . . ?
C16B C17B H17C 109.5 . . ?
C16B C17B H17D 109.5 . . ?
C16B C17B C18B 110.6(11) . . ?
H17C C17B H17D 108.1 . . ?
C18B C17B H17C 109.5 . . ?
C18B C17B H17D 109.5 . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 109.5 . . ?
C17A C18A H18C 109.5 . . ?
H18A C18A H18B 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C17B C18B H18D 109.5 . . ?
C17B C18B H18E 109.5 . . ?
C17B C18B H18F 109.5 . . ?
H18D C18B H18E 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C14B C19A H19A 109.9 . . ?
C14B C19A H19B 109.9 . . ?
H19A C19A H19B 108.3 . . ?
C20B C19A C14B 109.0(18) . . ?
C20B C19A H19A 109.9 . . ?
C20B C19A H19B 109.9 . . ?
C14A C19B H19C 109.3 . . ?
C14A C19B H19D 109.3 . . ?
H19C C19B H19D 108.0 . . ?
C20A C19B C14A 111.5(9) . . ?
C20A C19B H19C 109.3 . . ?
C20A C19B H19D 109.3 . . ?
C19B C20A H20A 109.5 . . ?
C19B C20A H20B 109.5 . . ?
C19B C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C19A C20B H20D 109.5 . . ?
C19A C20B H20E 109.5 . . ?
C19A C20B H20F 109.5 . . ?
H20D C20B H20E 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ca1 P1 O2 Ca1 -41.3(2) . . . 5_676 ?
Ca1 P1 O4 C13A 165.5(5) . . . . ?
Ca1 P1 O4 C13B 143.2(9) . . . . ?
Ca1 N1 C1 C2 -177.3(2) . . . . ?
Ca1 N1 C5 C4 178.8(2) . . . . ?
Ca1 N1 C5 C5 -1.0(4) . . . 2_556 ?
P1 O4 C13A C14A -176.0(5) . . . . ?
P1 O4 C13B C14B -166.7(7) . . . . ?
O1 P1 O2 Ca1 -72.5(2) . . . 5_676 ?
O1 P1 O4 C13A -168.6(5) . . . . ?
O1 P1 O4 C13B 169.0(9) . . . . ?
O2 P1 O1 Ca1 114.61(18) . . . . ?
O2 P1 O4 C13A -40.9(5) . . . . ?
O2 P1 O4 C13B -63.3(9) . . . . ?
O3 P1 O1 Ca1 -9.8(2) . . . . ?
O3 P1 O2 Ca1 53.5(2) . . . 5_676 ?
O3 P1 O4 C13A 73.9(5) . . . . ?
O3 P1 O4 C13B 51.6(9) . . . . ?
O4 P1 O1 Ca1 -124.16(17) . . . . ?
O4 P1 O2 Ca1 167.47(16) . . . 5_676 ?
O4 C13A C14A C15B 75.0(9) . . . . ?
O4 C13A C14A C19B -48.9(11) . . . . ?
O4 C13B C14B C15A -176.9(10) . . . . ?
O4 C13B C14B C19A -51.6(17) . . . . ?
N1 C1 C2 C3 -1.4(5) . . . . ?
C1 N1 C5 C4 1.0(4) . . . . ?
C1 N1 C5 C5 -178.8(3) . . . 2_556 ?
C1 C2 C3 C4 1.1(5) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C2 C3 C4 C6 179.7(3) . . . . ?
C3 C4 C5 N1 -1.2(4) . . . . ?
C3 C4 C5 C5 178.5(3) . . . 2_556 ?
C3 C4 C6 C6 180.0(4) . . . 2_556 ?
C5 N1 C1 C2 0.4(4) . . . . ?
C5 C4 C6 C6 -0.5(6) . . . 2_556 ?
C6 C4 C5 N1 179.2(3) . . . . ?
C6 C4 C5 C5 -1.0(5) . . . 2_556 ?
C13A C14A C15B C16B 172.7(7) . . . . ?
C13A C14A C19B C20A -59.1(15) . . . . ?
C13B C14B C15A C16A -170.3(11) . . . . ?
C13B C14B C19A C20B -72(3) . . . . ?
C14A C15B C16B C17B -175.0(9) . . . . ?
C14B C15A C16A C17A 57.6(19) . . . . ?
C15A C14B C19A C20B 46(3) . . . . ?
C15A C16A C17A C18A 173.0(19) . . . . ?
C15B C14A C19B C20A 174.1(11) . . . . ?
C15B C16B C17B C18B 175.9(10) . . . . ?
C19A C14B C15A C16A 68.1(18) . . . . ?
C19B C14A C15B C16B -61.5(11) . . . . ?


_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_rm_nm_27_0m
_database_code_depnum_ccdc_archive 'CCDC 2169419'
loop_
_audit_author_name
_audit_author_address
'Ramaswamy Murugavel'
;IIT Bombay
India
;
_audit_update_record             
;
2023-01-11 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2022-12-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H14 Ca N2 O4'
_chemical_formula_sum            'C16 H14 Ca N2 O4'
_chemical_formula_weight         338.37
_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'
Ca Ca 0.2262 0.3064 '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'

_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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   10.6494(4)
_cell_length_b                   20.7810(6)
_cell_length_c                   6.8745(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.118(4)
_cell_angle_gamma                90
_cell_volume                     1468.71(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1442
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.65
_cell_measurement_theta_min      3.33
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.851
_exptl_absorpt_coefficient_mu    0.450
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6459
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (BRUKER, 2016/2) WAS USED FOR ABSORPTION CORRECTION.'
_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    1.530
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.059
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0632
_diffrn_reflns_av_unetI/netI     0.0707
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.862
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5060
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.862
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.407
_diffrn_reflns_theta_min         1.960
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.862
_diffrn_measurement_device_type  'BRUKER APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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                1372
_reflns_number_total             1761
_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 > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.625
_refine_diff_density_rms         0.181
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     106
_refine_ls_number_reflns         1761
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0518
_refine_ls_restrained_S_all      1.113
_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/[σ²(Fo²)+(0.0739P)²+0.0140P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1356
_refine_ls_wR_factor_ref         0.1471
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C6(H6)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Ca1 Ca 0.500000 0.44846(3) 0.750000 0.0145(2) Uani 1 2 d S T P . .
O1 O 0.72538(18) 0.58707(9) 1.2269(3) 0.0251(5) Uani 1 1 d . . . . .
O2 O 0.62190(17) 0.51961(8) 0.9931(3) 0.0228(4) Uani 1 1 d . . . . .
N1 N 0.4423(2) 0.34628(9) 0.5472(3) 0.0191(5) Uani 1 1 d . . . . .
C1 C 0.3788(3) 0.34569(12) 0.3545(4) 0.0236(6) Uani 1 1 d . . . . .
H1 H 0.362013 0.385765 0.286077 0.028 Uiso 1 1 calc R U . . .
C2 C 0.3348(3) 0.28976(14) 0.2450(5) 0.0305(7) Uani 1 1 d . . . . .
H2 H 0.287732 0.292050 0.107198 0.037 Uiso 1 1 calc R U . . .
C3 C 0.3607(3) 0.23203(14) 0.3398(5) 0.0301(7) Uani 1 1 d . . . . .
H3 H 0.331931 0.193320 0.268617 0.036 Uiso 1 1 calc R U . . .
C4 C 0.4301(3) 0.22989(12) 0.5433(5) 0.0247(6) Uani 1 1 d . . . . .
C5 C 0.4671(2) 0.28873(11) 0.6435(4) 0.0182(5) Uani 1 1 d . . . . .
C6 C 0.4653(3) 0.17139(12) 0.6527(5) 0.0306(7) Uani 1 1 d . . . . .
H6 H 0.439159 0.131520 0.587031 0.037 Uiso 1 1 calc R U . . .
C7 C 0.7241(2) 0.55089(11) 1.0823(4) 0.0183(5) Uani 1 1 d . . . . .
C8 C 0.8451(3) 0.54266(13) 1.0106(5) 0.0288(6) Uani 1 1 d . . . . .
H8A H 0.915110 0.569144 1.093306 0.043 Uiso 1 1 calc R U . . .
H8B H 0.827595 0.556142 0.869484 0.043 Uiso 1 1 calc R U . . .
H8C H 0.871481 0.497347 1.022477 0.043 Uiso 1 1 calc R U . . .


_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
Ca1 O1 2.5553(19) 6_565 ?
Ca1 O1 2.5553(19) 5_667 ?
Ca1 O2 2.3523(17) 2_656 ?
Ca1 O2 2.3523(17) . ?
Ca1 O2 2.5378(18) 5_667 ?
Ca1 O2 2.5378(18) 6_565 ?
Ca1 N1 2.526(2) . ?
Ca1 N1 2.526(2) 2_656 ?
O1 C7 1.244(3) . ?
O2 C7 1.278(3) . ?
N1 C1 1.322(3) . ?
N1 C5 1.359(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.398(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.359(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.402(4) . ?
C4 C5 1.408(3) . ?
C4 C6 1.427(4) . ?
C5 C5 1.449(5) 2_656 ?
C6 C6 1.349(6) 2_656 ?
C6 H6 0.9500 . ?
C7 C8 1.505(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ca1 O1 146.42(8) 5_667 6_565 ?
O2 Ca1 O1 82.67(6) . 6_565 ?
O2 Ca1 O1 82.67(6) 2_656 5_667 ?
O2 Ca1 O1 51.18(6) 5_667 5_667 ?
O2 Ca1 O1 141.08(6) 5_667 6_565 ?
O2 Ca1 O1 51.18(6) 6_565 6_565 ?
O2 Ca1 O1 141.08(6) 6_565 5_667 ?
O2 Ca1 O1 119.39(6) 2_656 6_565 ?
O2 Ca1 O1 119.39(6) . 5_667 ?
O2 Ca1 O2 68.22(7) 2_656 6_565 ?
O2 Ca1 O2 68.22(7) . 5_667 ?
O2 Ca1 O2 92.43(5) 2_656 5_667 ?
O2 Ca1 O2 92.43(5) . 6_565 ?
O2 Ca1 O2 149.68(8) 5_667 6_565 ?
O2 Ca1 O2 102.10(9) 2_656 . ?
O2 Ca1 N1 158.45(7) . . ?
O2 Ca1 N1 97.27(6) 2_656 . ?
O2 Ca1 N1 158.45(7) 2_656 2_656 ?
O2 Ca1 N1 97.27(6) . 2_656 ?
N1 Ca1 O1 72.20(6) . 5_667 ?
N1 Ca1 O1 79.63(7) . 6_565 ?
N1 Ca1 O1 72.20(6) 2_656 6_565 ?
N1 Ca1 O1 79.63(7) 2_656 5_667 ?
N1 Ca1 O2 86.02(6) 2_656 5_667 ?
N1 Ca1 O2 86.02(7) . 6_565 ?
N1 Ca1 O2 120.59(6) . 5_667 ?
N1 Ca1 O2 120.59(6) 2_656 6_565 ?
N1 Ca1 N1 65.62(10) 2_656 . ?
C7 O1 Ca1 93.45(15) . 5_667 ?
Ca1 O2 Ca1 111.78(7) . 5_667 ?
C7 O2 Ca1 154.59(17) . . ?
C7 O2 Ca1 93.40(15) . 5_667 ?
C1 N1 Ca1 123.25(17) . . ?
C1 N1 C5 117.6(2) . . ?
C5 N1 Ca1 118.85(17) . . ?
N1 C1 H1 118.0 . . ?
N1 C1 C2 124.1(3) . . ?
C2 C1 H1 118.0 . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.6(3) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.7(2) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 117.9(3) . . ?
C3 C4 C6 123.4(3) . . ?
C5 C4 C6 118.7(3) . . ?
N1 C5 C4 122.1(2) . . ?
N1 C5 C5 118.25(14) . 2_656 ?
C4 C5 C5 119.60(17) . 2_656 ?
C4 C6 H6 119.2 . . ?
C6 C6 C4 121.55(17) 2_656 . ?
C6 C6 H6 119.2 2_656 . ?
O1 C7 Ca1 61.28(13) . 5_667 ?
O1 C7 O2 121.4(2) . . ?
O1 C7 C8 119.9(2) . . ?
O2 C7 Ca1 60.57(13) . 5_667 ?
O2 C7 C8 118.7(2) . . ?
C8 C7 Ca1 172.59(18) . 5_667 ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ca1 O1 C7 O2 7.6(2) 5_667 . . . ?
Ca1 O1 C7 C8 -171.6(2) 5_667 . . . ?
Ca1 O2 C7 Ca1 -172.6(4) . . . 5_667 ?
Ca1 O2 C7 O1 179.8(3) . . . . ?
Ca1 O2 C7 O1 -7.7(3) 5_667 . . . ?
Ca1 O2 C7 C8 171.6(2) 5_667 . . . ?
Ca1 O2 C7 C8 -1.0(5) . . . . ?
Ca1 N1 C1 C2 -173.4(2) . . . . ?
Ca1 N1 C5 C4 175.79(18) . . . . ?
Ca1 N1 C5 C5 -3.7(4) . . . 2_656 ?
N1 C1 C2 C3 -1.5(4) . . . . ?
C1 N1 C5 C4 1.5(4) . . . . ?
C1 N1 C5 C5 -178.0(3) . . . 2_656 ?
C1 C2 C3 C4 0.1(4) . . . . ?
C2 C3 C4 C5 1.9(4) . . . . ?
C2 C3 C4 C6 -177.8(3) . . . . ?
C3 C4 C5 N1 -2.7(4) . . . . ?
C3 C4 C5 C5 176.8(3) . . . 2_656 ?
C3 C4 C6 C6 178.4(3) . . . 2_656 ?
C5 N1 C1 C2 0.6(4) . . . . ?
C5 C4 C6 C6 -1.3(5) . . . 2_656 ?
C6 C4 C5 N1 177.0(2) . . . . ?
C6 C4 C5 C5 -3.5(4) . . . 2_656 ?


_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_nm_ehp_233k
_database_code_depnum_ccdc_archive 'CCDC 2215986'
loop_
_audit_author_name
_audit_author_address
'Ramaswamy Murugavel'
;IIT Bombay
India
;
_audit_update_record             
;
2023-01-11 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2023-01-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H44 Ca N2 O8 P2'
_chemical_formula_sum            'C28 H44 Ca N2 O8 P2'
_chemical_formula_weight         638.67
_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'
Ca Ca 0.2262 0.3064 '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'
P P 0.1023 0.0942 '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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   9.4853(3)
_cell_length_b                   11.0551(3)
_cell_length_c                   30.9403(12)
_cell_angle_alpha                90
_cell_angle_beta                 96.050(3)
_cell_angle_gamma                90
_cell_volume                     3226.36(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3853
_cell_measurement_temperature    233.15
_cell_measurement_theta_max      21.8870
_cell_measurement_theta_min      1.9510
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.864
_exptl_absorpt_coefficient_mu    0.342
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.45171
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.441
_exptl_crystal_size_mid          0.277
_exptl_crystal_size_min          0.011
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0972
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            31460
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.957
_diffrn_ambient_temperature      233.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_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                2028
_reflns_number_total             2842
_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 > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2842
_refine_ls_number_restraints     133
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.018
_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/[σ²(Fo²)+(0.0699P)²+2.0291P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1252
_refine_ls_wR_factor_ref         0.1417
_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
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C14A-C15A \\sim C14B-C15B
 with sigma of 0.02
 C14A-C19A \\sim C14B-C19B
 with sigma of 0.02
 C19A-C20A \\sim C19B-C20B
 with sigma of 0.02
 C15A-C19A \\sim C15B-C19B
 with sigma of 0.04
 C15A-C16A \\sim C15B-C16B
 with sigma of 0.02
 C16A-C17A \\sim C16B-C17B
 with sigma of 0.02
 C17A-C18A \\sim C17B-C18B
 with sigma of 0.02
 O4-C14A \\sim O4-C14B
 with sigma of 0.04
 C14A-C16A \\sim C14B-C16B
 with sigma of 0.04
 C14A-C20A \\sim C14B-C20B
 with sigma of 0.04
 C15A-C17A \\sim C15B-C17B
 with sigma of 0.04
 C16A-C18A \\sim C16B-C18B
 with sigma of 0.04
 C16B-C15B \\sim C17B-C16B \\sim C18B-C17B \\sim C15B-C14B \\sim C15A-C14A
\\sim C16A-C15A \\sim C17A-
 C16A \\sim C18A-C17A
 with sigma of 0.0001
3. Uiso/Uaniso restraints and constraints
C19A \\sim C19B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
C17B \\sim C17A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
C20B \\sim C20A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
4. Rigid body (RIGU) restrains
 C13A, C17A, C19A, C14A, C18A, C15A, C20A, C16A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C17B, C19B, C14B, C18B, C15B, C20B, C16B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H13C)=Sof(H13D)=Sof(C14B)=Sof(H14B)=Sof(C15B)=Sof(H15C)=Sof(H15D)=
 Sof(C16B)=Sof(H16C)=Sof(H16D)=Sof(C17B)=Sof(H17C)=Sof(H17D)=Sof(C18B)=
 Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C19B)=Sof(H19C)=Sof(H19D)=Sof(C20B)=
 Sof(H20D)=Sof(H20E)=Sof(H20F)=1-FVAR(1)
 Sof(H13A)=Sof(H13B)=Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(H15A)=Sof(H15B)=
 Sof(C16A)=Sof(H16A)=Sof(H16B)=Sof(C17A)=Sof(H17A)=Sof(H17B)=Sof(C18A)=
 Sof(H18A)=Sof(H18B)=Sof(H18C)=Sof(C19A)=Sof(H19A)=Sof(H19B)=Sof(C20A)=
 Sof(H20A)=Sof(H20B)=Sof(H20C)=FVAR(1)
6.a Riding coordinates:
 C18A(H18A,H18B,H18C), C18B(H18D,H18E,H18F)
6.b Ternary CH refined with riding coordinates:
 C14A(H14A), C14B(H14B)
6.c Secondary CH2 refined with riding coordinates:
 C13A(H13A,H13B), C13A(H13C,H13D), C15A(H15A,H15B), C16A(H16A,H16B), C17A(H17A,
 H17B), C19A(H19A,H19B), C15B(H15C,H15D), C16B(H16C,H16D), C17B(H17C,H17D),
 C19B(H19C,H19D)
6.d Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3A), C6(H6)
6.e Idealised Me refined as rotating group:
 C20A(H20A,H20B,H20C), C20B(H20D,H20E,H20F)
6.f Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
Ca1 Ca 0.250000 0.14885(7) 0.500000 0.0395(3) Uani 1 2 d S T P . .
P1 P 0.49539(8) 0.03702(7) 0.43271(3) 0.0401(3) Uani 1 1 d . . . . .
O1 O 0.4379(2) 0.13253(17) 0.45968(7) 0.0478(6) Uani 1 1 d . . . . .
O2 O 0.6381(2) -0.01547(18) 0.44745(7) 0.0462(6) Uani 1 1 d . . . . .
O3 O 0.3868(2) -0.07104(18) 0.42573(8) 0.0521(6) Uani 1 1 d . . . . .
H3 H 0.307463 -0.048119 0.431404 0.078 Uiso 1 1 calc R U . . .
O4 O 0.5024(2) 0.0958(2) 0.38613(8) 0.0585(6) Uani 1 1 d D . . . .
N1 N 0.3601(3) 0.3416(2) 0.53226(9) 0.0430(6) Uani 1 1 d . . . . .
C1 C 0.4697(3) 0.3438(3) 0.56273(11) 0.0489(8) Uani 1 1 d . . . . .
H1 H 0.505802 0.269480 0.573768 0.059 Uiso 1 1 calc R U . . .
C2 C 0.5347(4) 0.4503(3) 0.57946(12) 0.0549(9) Uani 1 1 d . . . . .
H2 H 0.613240 0.446823 0.600643 0.066 Uiso 1 1 calc R U . . .
C3 C 0.4824(3) 0.5583(3) 0.56459(12) 0.0534(9) Uani 1 1 d . . . . .
H3A H 0.523657 0.630702 0.575739 0.064 Uiso 1 1 calc R U . . .
C4 C 0.3661(3) 0.5617(3) 0.53236(11) 0.0456(8) Uani 1 1 d . . . . .
C5 C 0.3086(3) 0.4504(2) 0.51684(10) 0.0401(7) Uani 1 1 d . . . . .
C6 C 0.3048(3) 0.6727(3) 0.51501(13) 0.0578(10) Uani 1 1 d . . . . .
H6 H 0.343564 0.746864 0.525282 0.069 Uiso 1 1 calc R U . . .
C13A C 0.5626(6) 0.0296(4) 0.35274(13) 0.0887(14) Uani 1 1 d . . . . .
H13A H 0.530527 -0.054742 0.351239 0.106 Uiso 0.451(6) 1 calc R U P A 1
H13B H 0.666498 0.032096 0.356401 0.106 Uiso 0.451(6) 1 calc R U P A 1
H13C H 0.505708 -0.043435 0.346230 0.106 Uiso 0.549(6) 1 calc R U P A 2
H13D H 0.658163 0.003464 0.364100 0.106 Uiso 0.549(6) 1 calc R U P A 2
C14A C 0.4960(6) 0.1084(4) 0.31033(10) 0.071(3) Uani 0.451(6) 1 d D . P A 1
H14A H 0.391658 0.115359 0.309528 0.085 Uiso 0.451(6) 1 calc R U P A 1
C15A C 0.5368(7) 0.0322(4) 0.27318(6) 0.103(4) Uani 0.451(6) 1 d D . P A 1
H15A H 0.498356 -0.049157 0.276421 0.123 Uiso 0.451(6) 1 calc R U P A 1
H15B H 0.640334 0.025036 0.276270 0.123 Uiso 0.451(6) 1 calc R U P A 1
C16A C 0.4905(3) 0.0747(5) 0.22758(8) 0.111(4) Uani 0.451(6) 1 d D . P A 1
H16A H 0.550199 0.143621 0.221455 0.134 Uiso 0.451(6) 1 calc R U P A 1
H16B H 0.510475 0.009603 0.207592 0.134 Uiso 0.451(6) 1 calc R U P A 1
C17A C 0.3379(3) 0.1119(6) 0.21681(8) 0.118(2) Uani 0.451(6) 1 d D U P A 1
H17A H 0.274715 0.045237 0.222818 0.142 Uiso 0.451(6) 1 calc R U P A 1
H17B H 0.316179 0.181666 0.234476 0.142 Uiso 0.451(6) 1 calc R U P A 1
C18A C 0.317(2) 0.1442(9) 0.16922(8) 0.157(11) Uani 0.451(6) 1 d D . P A 1
H18A H 0.227887 0.186476 0.163199 0.235 Uiso 0.451(6) 1 d R U P A 1
H18B H 0.394587 0.198056 0.164029 0.235 Uiso 0.451(6) 1 d R U P A 1
H18C H 0.318507 0.074236 0.150349 0.235 Uiso 0.451(6) 1 d R U P A 1
C19A C 0.5676(18) 0.2347(13) 0.3136(9) 0.080(4) Uani 0.451(6) 1 d D U P A 1
H19A H 0.537883 0.279348 0.286793 0.096 Uiso 0.451(6) 1 calc R U P A 1
H19B H 0.531712 0.278936 0.337608 0.096 Uiso 0.451(6) 1 calc R U P A 1
C20A C 0.720(2) 0.235(2) 0.3202(9) 0.137(5) Uani 0.451(6) 1 d D U P A 1
H20A H 0.750961 0.240342 0.351095 0.206 Uiso 0.451(6) 1 calc R U P A 1
H20B H 0.756189 0.304425 0.305502 0.206 Uiso 0.451(6) 1 calc R U P A 1
H20C H 0.756510 0.161401 0.308583 0.206 Uiso 0.451(6) 1 calc R U P A 1
C14B C 0.5724(3) 0.0970(8) 0.31114(14) 0.071(3) Uani 0.549(6) 1 d D . P A 2
H14B H 0.646628 0.056291 0.296192 0.085 Uiso 0.549(6) 1 calc R U P A 2
C15B C 0.4347(3) 0.0804(5) 0.28269(7) 0.078(2) Uani 0.549(6) 1 d D . P A 2
H15C H 0.413546 -0.006364 0.281075 0.094 Uiso 0.549(6) 1 calc R U P A 2
H15D H 0.359416 0.119193 0.297116 0.094 Uiso 0.549(6) 1 calc R U P A 2
C16B C 0.4273(3) 0.1286(5) 0.23693(7) 0.080(3) Uani 0.549(6) 1 d D . P A 2
H16C H 0.511002 0.100217 0.223823 0.096 Uiso 0.549(6) 1 calc R U P A 2
H16D H 0.432246 0.217089 0.238264 0.096 Uiso 0.549(6) 1 calc R U P A 2
C17B C 0.2969(3) 0.0933(5) 0.20752(7) 0.118(2) Uani 0.549(6) 1 d D U P A 2
H17C H 0.291630 0.004867 0.205943 0.142 Uiso 0.549(6) 1 calc R U P A 2
H17D H 0.212873 0.122050 0.220329 0.142 Uiso 0.549(6) 1 calc R U P A 2
C18B C 0.2940(17) 0.1432(5) 0.16208(9) 0.109(5) Uani 0.549(6) 1 d D . P A 2
H18D H 0.200192 0.129988 0.147123 0.164 Uiso 0.549(6) 1 d R U P A 2
H18E H 0.315922 0.228918 0.162113 0.164 Uiso 0.549(6) 1 d R U P A 2
H18F H 0.363382 0.099318 0.147293 0.164 Uiso 0.549(6) 1 d R U P A 2
C19B C 0.6202(14) 0.2320(11) 0.3180(7) 0.092(4) Uani 0.549(6) 1 d D U P A 2
H19C H 0.606977 0.272584 0.289731 0.110 Uiso 0.549(6) 1 calc R U P A 2
H19D H 0.555830 0.270711 0.336612 0.110 Uiso 0.549(6) 1 calc R U P A 2
C20B C 0.7601(17) 0.2540(19) 0.3364(7) 0.137(5) Uani 0.549(6) 1 d D U P A 2
H20D H 0.779480 0.206753 0.362736 0.205 Uiso 0.549(6) 1 calc R U P A 2
H20E H 0.771368 0.339286 0.343176 0.205 Uiso 0.549(6) 1 calc R U P A 2
H20F H 0.825705 0.231008 0.315781 0.205 Uiso 0.549(6) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O1 2.288(2) . y
Ca1 O1 2.288(2) 2_556 y
Ca1 O2 2.363(2) 6 y
Ca1 O2 2.363(2) 5_656 y
Ca1 N1 2.531(3) . y
Ca1 N1 2.531(3) 2_556 y
P1 O1 1.485(2) . ?
P1 O2 1.499(2) . ?
P1 O3 1.577(2) . ?
P1 O4 1.589(2) . ?
O3 H3 0.8300 . ?
O4 C13A 1.434(5) . ?
N1 C1 1.327(4) . ?
N1 C5 1.366(4) . ?
C1 H1 0.9400 . ?
C1 C2 1.403(4) . ?
C2 H2 0.9400 . ?
C2 C3 1.355(5) . ?
C3 H3A 0.9400 . ?
C3 C4 1.407(5) . ?
C4 C5 1.409(4) . ?
C4 C6 1.438(4) . ?
C5 C5 1.441(6) 2_556 ?
C6 C6 1.318(7) 2_556 ?
C6 H6 0.9400 . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C13A H13C 0.9800 . ?
C13A H13D 0.9800 . ?
C13A C14A 1.645(6) . ?
C13A C14B 1.499(7) . ?
C14A H14A 0.9900 . ?
C14A C15A 1.5077(16) . ?
C14A C19A 1.552(13) . ?
C15A H15A 0.9800 . ?
C15A H15B 0.9800 . ?
C15A C16A 1.5077(16) . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A C17A 1.5077(16) . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A C18A 1.5077(16) . ?
C18A H18A 0.9699 . ?
C18A H18B 0.9699 . ?
C18A H18C 0.9699 . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A C20A 1.442(14) . ?
C20A H20A 0.9700 . ?
C20A H20B 0.9700 . ?
C20A H20C 0.9700 . ?
C14B H14B 0.9900 . ?
C14B C15B 1.5077(16) . ?
C14B C19B 1.568(11) . ?
C15B H15C 0.9800 . ?
C15B H15D 0.9800 . ?
C15B C16B 1.5077(16) . ?
C16B H16C 0.9800 . ?
C16B H16D 0.9800 . ?
C16B C17B 1.5077(16) . ?
C17B H17C 0.9800 . ?
C17B H17D 0.9800 . ?
C17B C18B 1.5077(16) . ?
C18B H18D 0.9700 . ?
C18B H18E 0.9701 . ?
C18B H18F 0.9701 . ?
C19B H19C 0.9800 . ?
C19B H19D 0.9800 . ?
C19B C20B 1.408(11) . ?
C20B H20D 0.9700 . ?
C20B H20E 0.9700 . ?
C20B H20F 0.9700 . ?

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
O1 Ca1 O1 170.95(10) . 2_556 y
O1 Ca1 O2 90.38(8) 2_556 6 y
O1 Ca1 O2 83.97(7) 2_556 5_656 y
O1 Ca1 O2 83.97(7) . 6 y
O1 Ca1 O2 90.38(7) . 5_656 y
O1 Ca1 N1 99.46(8) 2_556 . y
O1 Ca1 N1 88.19(8) 2_556 2_556 y
O1 Ca1 N1 99.46(8) . 2_556 y
O1 Ca1 N1 88.19(8) . . y
O2 Ca1 O2 102.76(11) 6 5_656 y
O2 Ca1 N1 96.72(8) 5_656 . y
O2 Ca1 N1 159.00(8) 5_656 2_556 y
O2 Ca1 N1 96.73(8) 6 2_556 y
O2 Ca1 N1 159.00(8) 6 . y
N1 Ca1 N1 65.36(12) . 2_556 y
O1 P1 Ca1 27.10(8) . . ?
O1 P1 O2 118.53(13) . . ?
O1 P1 O3 110.03(12) . . ?
O1 P1 O4 105.77(13) . . ?
O2 P1 Ca1 126.18(9) . . ?
O2 P1 O3 107.71(12) . . ?
O2 P1 O4 108.17(12) . . ?
O3 P1 Ca1 83.31(8) . . ?
O3 P1 O4 105.94(14) . . ?
O4 P1 Ca1 119.20(9) . . ?
P1 O1 Ca1 135.71(12) . . ?
P1 O2 Ca1 140.98(12) . 5_656 ?
P1 O3 H3 109.5 . . ?
C13A O4 P1 120.2(2) . . ?
C1 N1 Ca1 123.70(19) . . ?
C1 N1 C5 117.2(3) . . ?
C5 N1 Ca1 119.1(2) . . ?
N1 C1 H1 118.1 . . ?
N1 C1 C2 123.9(3) . . ?
C2 C1 H1 118.1 . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3A 120.2 . . ?
C2 C3 C4 119.7(3) . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 C5 117.7(3) . . ?
C3 C4 C6 122.9(3) . . ?
C5 C4 C6 119.4(3) . . ?
N1 C5 C4 122.6(3) . . ?
N1 C5 C5 118.24(17) . 2_556 ?
C4 C5 C5 119.20(18) . 2_556 ?
C4 C6 H6 119.3 . . ?
C6 C6 C4 121.38(18) 2_556 . ?
C6 C6 H6 119.3 2_556 . ?
O4 C13A H13A 112.0 . . ?
O4 C13A H13B 112.0 . . ?
O4 C13A H13C 108.4 . . ?
O4 C13A H13D 108.4 . . ?
O4 C13A C14A 98.9(3) . . ?
O4 C13A C14B 115.5(4) . . ?
H13A C13A H13B 109.7 . . ?
H13C C13A H13D 107.5 . . ?
C14A C13A H13A 112.0 . . ?
C14A C13A H13B 112.0 . . ?
C14B C13A H13C 108.4 . . ?
C14B C13A H13D 108.4 . . ?
C13A C14A H14A 111.1 . . ?
C15A C14A C13A 101.8(3) . . ?
C15A C14A H14A 111.1 . . ?
C15A C14A C19A 114.0(10) . . ?
C19A C14A C13A 107.2(9) . . ?
C19A C14A H14A 111.1 . . ?
C14A C15A H15A 107.8 . . ?
C14A C15A H15B 107.8 . . ?
C14A C15A C16A 117.8(3) . . ?
H15A C15A H15B 107.2 . . ?
C16A C15A H15A 107.8 . . ?
C16A C15A H15B 107.8 . . ?
C15A C16A H16A 107.8 . . ?
C15A C16A H16B 107.8 . . ?
H16A C16A H16B 107.1 . . ?
C17A C16A C15A 118.0(3) . . ?
C17A C16A H16A 107.8 . . ?
C17A C16A H16B 107.8 . . ?
C16A C17A H17A 110.2 . . ?
C16A C17A H17B 110.2 . . ?
H17A C17A H17B 108.5 . . ?
C18A C17A C16A 107.6(9) . . ?
C18A C17A H17A 110.2 . . ?
C18A C17A H17B 110.2 . . ?
C17A C18A H18A 108.8 . . ?
C17A C18A H18B 106.6 . . ?
C17A C18A H18C 113.0 . . ?
H18A C18A H18B 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C14A C19A H19A 108.3 . . ?
C14A C19A H19B 108.3 . . ?
H19A C19A H19B 107.4 . . ?
C20A C19A C14A 116.1(13) . . ?
C20A C19A H19A 108.3 . . ?
C20A C19A H19B 108.3 . . ?
C19A C20A H20A 109.5 . . ?
C19A C20A H20B 109.5 . . ?
C19A C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C13A C14B H14B 106.7 . . ?
C13A C14B C15B 108.2(4) . . ?
C13A C14B C19B 113.6(9) . . ?
C15B C14B H14B 106.7 . . ?
C15B C14B C19B 114.5(7) . . ?
C19B C14B H14B 106.7 . . ?
C14B C15B H15C 108.0 . . ?
C14B C15B H15D 108.0 . . ?
H15C C15B H15D 107.2 . . ?
C16B C15B C14B 117.2(3) . . ?
C16B C15B H15C 108.0 . . ?
C16B C15B H15D 108.0 . . ?
C15B C16B H16C 108.4 . . ?
C15B C16B H16D 108.4 . . ?
C15B C16B C17B 115.4(3) . . ?
H16C C16B H16D 107.5 . . ?
C17B C16B H16C 108.4 . . ?
C17B C16B H16D 108.4 . . ?
C16B C17B H17C 108.8 . . ?
C16B C17B H17D 108.8 . . ?
H17C C17B H17D 107.7 . . ?
C18B C17B C16B 113.7(6) . . ?
C18B C17B H17C 108.8 . . ?
C18B C17B H17D 108.8 . . ?
C17B C18B H18D 108.4 . . ?
C17B C18B H18E 111.9 . . ?
C17B C18B H18F 108.1 . . ?
H18D C18B H18E 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C14B C19B H19C 107.9 . . ?
C14B C19B H19D 107.9 . . ?
H19C C19B H19D 107.2 . . ?
C20B C19B C14B 117.7(11) . . ?
C20B C19B H19C 107.9 . . ?
C20B C19B H19D 107.9 . . ?
C19B C20B H20D 109.5 . . ?
C19B C20B H20E 109.5 . . ?
C19B C20B H20F 109.5 . . ?
H20D C20B H20E 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ca1 P1 O2 Ca1 43.4(2) . . . 5_656 ?
Ca1 P1 O4 C13A -158.6(3) . . . . ?
Ca1 N1 C1 C2 177.3(2) . . . . ?
Ca1 N1 C5 C4 -178.5(2) . . . . ?
Ca1 N1 C5 C5 1.0(4) . . . 2_556 ?
P1 O4 C13A C14A 162.2(3) . . . . ?
P1 O4 C13A C14B -176.1(3) . . . . ?
O1 P1 O2 Ca1 74.4(2) . . . 5_656 ?
O1 P1 O4 C13A 175.8(3) . . . . ?
O2 P1 O1 Ca1 -114.39(19) . . . . ?
O2 P1 O4 C13A 47.9(3) . . . . ?
O3 P1 O1 Ca1 10.1(2) . . . . ?
O3 P1 O2 Ca1 -51.3(2) . . . 5_656 ?
O3 P1 O4 C13A -67.4(3) . . . . ?
O4 P1 O1 Ca1 124.13(18) . . . . ?
O4 P1 O2 Ca1 -165.37(18) . . . 5_656 ?
O4 C13A C14A C15A -171.7(4) . . . . ?
O4 C13A C14A C19A 68.4(9) . . . . ?
O4 C13A C14B C15B -87.4(6) . . . . ?
O4 C13A C14B C19B 40.9(8) . . . . ?
N1 C1 C2 C3 1.3(5) . . . . ?
C1 N1 C5 C4 -0.7(4) . . . . ?
C1 N1 C5 C5 178.9(3) . . . 2_556 ?
C1 C2 C3 C4 -1.0(5) . . . . ?
C2 C3 C4 C5 0.0(5) . . . . ?
C2 C3 C4 C6 179.9(3) . . . . ?
C3 C4 C5 N1 0.9(5) . . . . ?
C3 C4 C5 C5 -178.6(3) . . . 2_556 ?
C3 C4 C6 C6 -179.6(4) . . . 2_556 ?
C5 N1 C1 C2 -0.4(5) . . . . ?
C5 C4 C6 C6 0.3(6) . . . 2_556 ?
C6 C4 C5 N1 -179.1(3) . . . . ?
C6 C4 C5 C5 1.4(5) . . . 2_556 ?
C13A C14A C15A C16A 178.8(5) . . . . ?
C13A C14A C19A C20A 51(2) . . . . ?
C13A C14B C15B C16B -173.0(4) . . . . ?
C13A C14B C19B C20B 67.9(19) . . . . ?
C14A C15A C16A C17A -48.1(7) . . . . ?
C15A C14A C19A C20A -61(2) . . . . ?
C15A C16A C17A C18A -177.3(6) . . . . ?
C19A C14A C15A C16A -66.2(10) . . . . ?
C14B C15B C16B C17B 170.8(5) . . . . ?
C15B C14B C19B C20B -167.1(16) . . . . ?
C15B C16B C17B C18B -179.9(5) . . . . ?
C19B C14B C15B C16B 59.2(11) . . . . ?


_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_nm_ca_ehp_203k
_database_code_depnum_ccdc_archive 'CCDC 2215985'
loop_
_audit_author_name
_audit_author_address
'Ramaswamy Murugavel'
;IIT Bombay
India
;
_audit_update_record             
;
2023-01-11 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2023-01-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H44 Ca N2 O8 P2'
_chemical_formula_sum            'C28 H44 Ca N2 O8 P2'
_chemical_formula_weight         638.67
_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'
Ca Ca 0.2262 0.3064 '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'
P P 0.1023 0.0942 '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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   9.4986(3)
_cell_length_b                   11.0652(3)
_cell_length_c                   30.9438(13)
_cell_angle_alpha                90
_cell_angle_beta                 95.932(4)
_cell_angle_gamma                90
_cell_volume                     3234.90(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5157
_cell_measurement_temperature    203.15
_cell_measurement_theta_max      22.5290
_cell_measurement_theta_min      1.9460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.341
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.441
_exptl_crystal_size_mid          0.277
_exptl_crystal_size_min          0.011
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0924
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            33718
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.956
_diffrn_ambient_temperature      203.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_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                2079
_reflns_number_total             2851
_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 > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2851
_refine_ls_number_restraints     133
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0496
_refine_ls_restrained_S_all      1.024
_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/[σ²(Fo²)+(0.0761P)²+1.9985P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1274
_refine_ls_wR_factor_ref         0.1433
_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
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C14A-C15A \\sim C14B-C15B
 with sigma of 0.02
 C14A-C19A \\sim C14B-C19B
 with sigma of 0.02
 C19A-C20A \\sim C19B-C20B
 with sigma of 0.02
 C15A-C19A \\sim C15B-C19B
 with sigma of 0.04
 C15A-C16A \\sim C15B-C16B
 with sigma of 0.02
 C16A-C17A \\sim C16B-C17B
 with sigma of 0.02
 C17A-C18A \\sim C17B-C18B
 with sigma of 0.02
 O4-C14A \\sim O4-C14B
 with sigma of 0.04
 C14A-C16A \\sim C14B-C16B
 with sigma of 0.04
 C14A-C20A \\sim C14B-C20B
 with sigma of 0.04
 C15A-C17A \\sim C15B-C17B
 with sigma of 0.04
 C16A-C18A \\sim C16B-C18B
 with sigma of 0.04
 C16B-C15B \\sim C17B-C16B \\sim C18B-C17B \\sim C15B-C14B \\sim C15A-C14A
\\sim C16A-C15A \\sim C17A-
 C16A \\sim C18A-C17A
 with sigma of 0.0001
3. Uiso/Uaniso restraints and constraints
C19A \\sim C19B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
C17B \\sim C17A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
C20B \\sim C20A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
4. Rigid body (RIGU) restrains
 C13A, C17A, C19A, C14A, C18A, C15A, C20A, C16A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C17B, C19B, C14B, C18B, C15B, C20B, C16B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H13C)=Sof(H13D)=Sof(C14B)=Sof(H14B)=Sof(C15B)=Sof(H15C)=Sof(H15D)=
 Sof(C16B)=Sof(H16C)=Sof(H16D)=Sof(C17B)=Sof(H17C)=Sof(H17D)=Sof(C18B)=
 Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C19B)=Sof(H19C)=Sof(H19D)=Sof(C20B)=
 Sof(H20D)=Sof(H20E)=Sof(H20F)=1-FVAR(1)
 Sof(H13A)=Sof(H13B)=Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(H15A)=Sof(H15B)=
 Sof(C16A)=Sof(H16A)=Sof(H16B)=Sof(C17A)=Sof(H17A)=Sof(H17B)=Sof(C18A)=
 Sof(H18A)=Sof(H18B)=Sof(H18C)=Sof(C19A)=Sof(H19A)=Sof(H19B)=Sof(C20A)=
 Sof(H20A)=Sof(H20B)=Sof(H20C)=FVAR(1)
6.a Riding coordinates:
 C18A(H18A,H18B,H18C), C18B(H18D,H18E,H18F)
6.b Ternary CH refined with riding coordinates:
 C14A(H14A), C14B(H14B)
6.c Secondary CH2 refined with riding coordinates:
 C13A(H13A,H13B), C13A(H13C,H13D), C15A(H15A,H15B), C16A(H16A,H16B), C17A(H17A,
 H17B), C19A(H19A,H19B), C15B(H15C,H15D), C16B(H16C,H16D), C17B(H17C,H17D),
 C19B(H19C,H19D)
6.d Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3A), C6(H6)
6.e Idealised Me refined as rotating group:
 C20A(H20A,H20B,H20C), C20B(H20D,H20E,H20F)
6.f Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
Ca1 Ca 0.250000 0.14886(7) 0.500000 0.0372(3) Uani 1 2 d S T P . .
P1 P 0.49566(7) 0.03725(7) 0.43247(3) 0.0375(3) Uani 1 1 d . . . . .
O1 O 0.43854(19) 0.13273(17) 0.45961(7) 0.0451(6) Uani 1 1 d . . . . .
O2 O 0.63862(19) -0.01580(18) 0.44712(7) 0.0428(5) Uani 1 1 d . . . . .
O3 O 0.3872(2) -0.07134(17) 0.42542(8) 0.0474(6) Uani 1 1 d . . . . .
H3 H 0.308876 -0.049658 0.432252 0.071 Uiso 1 1 calc R U . . .
O4 O 0.5030(2) 0.0964(2) 0.38581(7) 0.0540(6) Uani 1 1 d D . . . .
N1 N 0.3600(2) 0.3417(2) 0.53220(8) 0.0397(6) Uani 1 1 d . . . . .
C1 C 0.4698(3) 0.3439(3) 0.56266(11) 0.0473(8) Uani 1 1 d . . . . .
H1 H 0.506216 0.269599 0.573474 0.057 Uiso 1 1 calc R U . . .
C2 C 0.5349(4) 0.4503(3) 0.57967(12) 0.0508(8) Uani 1 1 d . . . . .
H2 H 0.612765 0.446711 0.601006 0.061 Uiso 1 1 calc R U . . .
C3 C 0.4825(3) 0.5590(3) 0.56452(11) 0.0497(8) Uani 1 1 d . . . . .
H3A H 0.523837 0.631475 0.575446 0.060 Uiso 1 1 calc R U . . .
C4 C 0.3660(3) 0.5617(2) 0.53236(11) 0.0426(8) Uani 1 1 d . . . . .
C5 C 0.3088(3) 0.4504(2) 0.51693(10) 0.0383(7) Uani 1 1 d . . . . .
C6 C 0.3053(3) 0.6734(3) 0.51500(12) 0.0544(9) Uani 1 1 d . . . . .
H6 H 0.344697 0.747352 0.525101 0.065 Uiso 1 1 calc R U . . .
C13A C 0.5640(6) 0.0302(4) 0.35219(13) 0.0811(13) Uani 1 1 d . . . . .
H13A H 0.532093 -0.054069 0.350543 0.097 Uiso 0.442(5) 1 calc R U P A 1
H13B H 0.667676 0.032935 0.355818 0.097 Uiso 0.442(5) 1 calc R U P A 1
H13C H 0.507499 -0.042956 0.345771 0.097 Uiso 0.558(5) 1 calc R U P A 2
H13D H 0.659337 0.004367 0.363609 0.097 Uiso 0.558(5) 1 calc R U P A 2
C14A C 0.4976(7) 0.1091(4) 0.31035(10) 0.066(3) Uani 0.442(5) 1 d D . P A 1
H14A H 0.393755 0.117332 0.310169 0.080 Uiso 0.442(5) 1 calc R U P A 1
C15A C 0.5342(7) 0.0320(4) 0.27284(6) 0.092(3) Uani 0.442(5) 1 d D . P A 1
H15A H 0.491216 -0.047627 0.275820 0.111 Uiso 0.442(5) 1 calc R U P A 1
H15B H 0.637074 0.020454 0.275982 0.111 Uiso 0.442(5) 1 calc R U P A 1
C16A C 0.4915(3) 0.0761(5) 0.22721(8) 0.100(4) Uani 0.442(5) 1 d D . P A 1
H16A H 0.548348 0.147783 0.222300 0.120 Uiso 0.442(5) 1 calc R U P A 1
H16B H 0.517140 0.013556 0.207026 0.120 Uiso 0.442(5) 1 calc R U P A 1
C17A C 0.3379(3) 0.1081(6) 0.21524(8) 0.104(2) Uani 0.442(5) 1 d D U P A 1
H17A H 0.311097 0.175590 0.233184 0.125 Uiso 0.442(5) 1 calc R U P A 1
H17B H 0.277822 0.038679 0.220471 0.125 Uiso 0.442(5) 1 calc R U P A 1
C18A C 0.317(2) 0.1429(8) 0.16784(8) 0.130(9) Uani 0.442(5) 1 d D . P A 1
H18A H 0.227456 0.185158 0.161820 0.195 Uiso 0.442(5) 1 d R U P A 1
H18B H 0.394156 0.196738 0.162650 0.195 Uiso 0.442(5) 1 d R U P A 1
H18C H 0.318066 0.072908 0.148970 0.195 Uiso 0.442(5) 1 d R U P A 1
C19A C 0.5706(18) 0.2350(13) 0.3130(10) 0.077(3) Uani 0.442(5) 1 d D U P A 1
H19A H 0.537852 0.280779 0.286757 0.092 Uiso 0.442(5) 1 calc R U P A 1
H19B H 0.539781 0.278868 0.337893 0.092 Uiso 0.442(5) 1 calc R U P A 1
C20A C 0.7239(19) 0.2323(19) 0.3173(6) 0.110(4) Uani 0.442(5) 1 d D U P A 1
H20A H 0.759527 0.242765 0.347607 0.165 Uiso 0.442(5) 1 calc R U P A 1
H20B H 0.759045 0.296992 0.300217 0.165 Uiso 0.442(5) 1 calc R U P A 1
H20C H 0.755778 0.155175 0.307015 0.165 Uiso 0.442(5) 1 calc R U P A 1
C14B C 0.5744(3) 0.0967(7) 0.31026(14) 0.064(2) Uani 0.558(5) 1 d D . P A 2
H14B H 0.648846 0.057045 0.295123 0.077 Uiso 0.558(5) 1 calc R U P A 2
C15B C 0.4355(3) 0.0813(5) 0.28242(7) 0.067(2) Uani 0.558(5) 1 d D . P A 2
H15C H 0.361965 0.121663 0.297154 0.080 Uiso 0.558(5) 1 calc R U P A 2
H15D H 0.412712 -0.005111 0.281373 0.080 Uiso 0.558(5) 1 calc R U P A 2
C16B C 0.4251(3) 0.1274(5) 0.23629(7) 0.067(2) Uani 0.558(5) 1 d D . P A 2
H16C H 0.435455 0.215535 0.237128 0.081 Uiso 0.558(5) 1 calc R U P A 2
H16D H 0.504913 0.094684 0.222311 0.081 Uiso 0.558(5) 1 calc R U P A 2
C17B C 0.2900(3) 0.0968(5) 0.20837(7) 0.104(2) Uani 0.558(5) 1 d D U P A 2
H17C H 0.209922 0.130924 0.221841 0.124 Uiso 0.558(5) 1 calc R U P A 2
H17D H 0.278589 0.008823 0.207626 0.124 Uiso 0.558(5) 1 calc R U P A 2
C18B C 0.2852(17) 0.1430(6) 0.16234(8) 0.098(5) Uani 0.558(5) 1 d D . P A 2
H18D H 0.191402 0.129834 0.147394 0.148 Uiso 0.558(5) 1 d R U P A 2
H18E H 0.307132 0.228774 0.162394 0.148 Uiso 0.558(5) 1 d R U P A 2
H18F H 0.354592 0.099174 0.147574 0.148 Uiso 0.558(5) 1 d R U P A 2
C19B C 0.6175(13) 0.2337(10) 0.3175(8) 0.081(3) Uani 0.558(5) 1 d D U P A 2
H19C H 0.605755 0.274777 0.289281 0.098 Uiso 0.558(5) 1 calc R U P A 2
H19D H 0.551662 0.271060 0.335867 0.098 Uiso 0.558(5) 1 calc R U P A 2
C20B C 0.7592(13) 0.2545(15) 0.3370(5) 0.109(4) Uani 0.558(5) 1 d D U P A 2
H20D H 0.768374 0.225249 0.366670 0.164 Uiso 0.558(5) 1 calc R U P A 2
H20E H 0.779484 0.340382 0.336792 0.164 Uiso 0.558(5) 1 calc R U P A 2
H20F H 0.825448 0.211882 0.320587 0.164 Uiso 0.558(5) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ca1 O1 2.2942(18) 2_556 y
Ca1 O1 2.2942(18) . y
Ca1 O2 2.368(2) 6 y
Ca1 O2 2.368(2) 5_656 y
Ca1 N1 2.534(2) 2_556 y
Ca1 N1 2.534(2) . y
P1 O1 1.487(2) . ?
P1 O2 1.5055(19) . ?
P1 O3 1.583(2) . ?
P1 O4 1.593(2) . ?
O3 H3 0.8300 . ?
O4 C13A 1.442(4) . ?
N1 C1 1.332(4) . ?
N1 C5 1.363(3) . ?
C1 H1 0.9400 . ?
C1 C2 1.406(4) . ?
C2 H2 0.9400 . ?
C2 C3 1.366(5) . ?
C3 H3A 0.9400 . ?
C3 C4 1.410(5) . ?
C4 C5 1.410(4) . ?
C4 C6 1.444(4) . ?
C5 C5 1.450(6) 2_556 ?
C6 C6 1.328(7) 2_556 ?
C6 H6 0.9400 . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C13A H13C 0.9800 . ?
C13A H13D 0.9800 . ?
C13A C14A 1.633(6) . ?
C13A C14B 1.504(7) . ?
C14A H14A 0.9900 . ?
C14A C15A 1.5095(16) . ?
C14A C19A 1.555(13) . ?
C15A H15A 0.9800 . ?
C15A H15B 0.9800 . ?
C15A C16A 1.5095(16) . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A C17A 1.5095(16) . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A C18A 1.5095(16) . ?
C18A H18A 0.9715 . ?
C18A H18B 0.9707 . ?
C18A H18C 0.9706 . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A C20A 1.449(14) . ?
C20A H20A 0.9700 . ?
C20A H20B 0.9700 . ?
C20A H20C 0.9700 . ?
C14B H14B 0.9900 . ?
C14B C15B 1.5095(16) . ?
C14B C19B 1.579(11) . ?
C15B H15C 0.9800 . ?
C15B H15D 0.9800 . ?
C15B C16B 1.5095(16) . ?
C16B H16C 0.9800 . ?
C16B H16D 0.9800 . ?
C16B C17B 1.5095(16) . ?
C17B H17C 0.9800 . ?
C17B H17D 0.9800 . ?
C17B C18B 1.5095(16) . ?
C18B H18D 0.9718 . ?
C18B H18E 0.9711 . ?
C18B H18F 0.9700 . ?
C19B H19C 0.9800 . ?
C19B H19D 0.9800 . ?
C19B C20B 1.435(10) . ?
C20B H20D 0.9700 . ?
C20B H20E 0.9700 . ?
C20B H20F 0.9700 . ?

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
O1 Ca1 O1 171.08(10) 2_556 . y
O1 Ca1 O2 83.88(7) . 6 y
O1 Ca1 O2 90.57(7) . 5_656 y
O1 Ca1 O2 90.57(7) 2_556 6 y
O1 Ca1 O2 83.88(7) 2_556 5_656 y
O1 Ca1 N1 99.47(7) . 2_556 y
O1 Ca1 N1 88.08(7) . . y
O1 Ca1 N1 99.47(7) 2_556 . y
O1 Ca1 N1 88.08(7) 2_556 2_556 y
O2 Ca1 O2 103.10(10) 6 5_656 y
O2 Ca1 N1 158.72(8) 5_656 2_556 y
O2 Ca1 N1 96.62(7) 5_656 . y
O2 Ca1 N1 158.73(8) 6 . y
O2 Ca1 N1 96.62(7) 6 2_556 y
N1 Ca1 N1 65.29(11) 2_556 . y
O1 P1 Ca1 27.20(7) . . ?
O1 P1 O2 118.52(12) . . ?
O1 P1 O3 110.31(11) . . ?
O1 P1 O4 105.82(12) . . ?
O2 P1 Ca1 126.28(9) . . ?
O2 P1 O3 107.42(11) . . ?
O2 P1 O4 108.10(11) . . ?
O3 P1 Ca1 83.46(8) . . ?
O3 P1 O4 106.00(13) . . ?
O4 P1 Ca1 119.23(8) . . ?
P1 O1 Ca1 135.56(11) . . ?
P1 O2 Ca1 140.83(12) . 5_656 ?
P1 O3 H3 109.5 . . ?
C13A O4 P1 120.2(2) . . ?
C1 N1 Ca1 123.67(19) . . ?
C1 N1 C5 117.0(3) . . ?
C5 N1 Ca1 119.24(19) . . ?
N1 C1 H1 117.9 . . ?
N1 C1 C2 124.2(3) . . ?
C2 C1 H1 117.9 . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.6(3) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3A 120.3 . . ?
C2 C3 C4 119.5(3) . . ?
C4 C3 H3A 120.3 . . ?
C3 C4 C6 122.3(3) . . ?
C5 C4 C3 117.9(3) . . ?
C5 C4 C6 119.8(3) . . ?
N1 C5 C4 122.8(3) . . ?
N1 C5 C5 118.11(16) . 2_556 ?
C4 C5 C5 119.07(18) . 2_556 ?
C4 C6 H6 119.4 . . ?
C6 C6 C4 121.11(18) 2_556 . ?
C6 C6 H6 119.4 2_556 . ?
O4 C13A H13A 112.1 . . ?
O4 C13A H13B 112.1 . . ?
O4 C13A H13C 108.2 . . ?
O4 C13A H13D 108.2 . . ?
O4 C13A C14A 98.6(3) . . ?
O4 C13A C14B 116.2(4) . . ?
H13A C13A H13B 109.7 . . ?
H13C C13A H13D 107.4 . . ?
C14A C13A H13A 112.1 . . ?
C14A C13A H13B 112.1 . . ?
C14B C13A H13C 108.2 . . ?
C14B C13A H13D 108.2 . . ?
C13A C14A H14A 110.9 . . ?
C15A C14A C13A 101.9(3) . . ?
C15A C14A H14A 110.9 . . ?
C15A C14A C19A 114.2(11) . . ?
C19A C14A C13A 107.7(10) . . ?
C19A C14A H14A 110.9 . . ?
C14A C15A H15A 107.7 . . ?
C14A C15A H15B 107.7 . . ?
C14A C15A C16A 118.4(3) . . ?
H15A C15A H15B 107.1 . . ?
C16A C15A H15A 107.7 . . ?
C16A C15A H15B 107.7 . . ?
C15A C16A H16A 107.9 . . ?
C15A C16A H16B 107.9 . . ?
H16A C16A H16B 107.2 . . ?
C17A C16A C15A 117.7(3) . . ?
C17A C16A H16A 107.9 . . ?
C17A C16A H16B 107.9 . . ?
C16A C17A H17A 109.9 . . ?
C16A C17A H17B 109.9 . . ?
C16A C17A C18A 109.0(8) . . ?
H17A C17A H17B 108.3 . . ?
C18A C17A H17A 109.9 . . ?
C18A C17A H17B 109.9 . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 107.0 . . ?
C17A C18A H18C 111.9 . . ?
H18A C18A H18B 109.5 . . ?
H18A C18A H18C 109.4 . . ?
H18B C18A H18C 109.6 . . ?
C14A C19A H19A 108.5 . . ?
C14A C19A H19B 108.5 . . ?
H19A C19A H19B 107.5 . . ?
C20A C19A C14A 115.1(12) . . ?
C20A C19A H19A 108.5 . . ?
C20A C19A H19B 108.5 . . ?
C19A C20A H20A 109.5 . . ?
C19A C20A H20B 109.5 . . ?
C19A C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C13A C14B H14B 107.8 . . ?
C13A C14B C15B 107.8(4) . . ?
C13A C14B C19B 112.8(9) . . ?
C15B C14B H14B 107.8 . . ?
C15B C14B C19B 112.8(7) . . ?
C19B C14B H14B 107.8 . . ?
C14B C15B H15C 107.8 . . ?
C14B C15B H15D 107.8 . . ?
C14B C15B C16B 118.0(3) . . ?
H15C C15B H15D 107.2 . . ?
C16B C15B H15C 107.8 . . ?
C16B C15B H15D 107.8 . . ?
C15B C16B H16C 108.4 . . ?
C15B C16B H16D 108.4 . . ?
H16C C16B H16D 107.4 . . ?
C17B C16B C15B 115.7(3) . . ?
C17B C16B H16C 108.4 . . ?
C17B C16B H16D 108.4 . . ?
C16B C17B H17C 108.8 . . ?
C16B C17B H17D 108.8 . . ?
C16B C17B C18B 113.9(6) . . ?
H17C C17B H17D 107.7 . . ?
C18B C17B H17C 108.8 . . ?
C18B C17B H17D 108.8 . . ?
C17B C18B H18D 109.6 . . ?
C17B C18B H18E 110.1 . . ?
C17B C18B H18F 108.6 . . ?
H18D C18B H18E 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C14B C19B H19C 108.4 . . ?
C14B C19B H19D 108.4 . . ?
H19C C19B H19D 107.5 . . ?
C20B C19B C14B 115.6(10) . . ?
C20B C19B H19C 108.4 . . ?
C20B C19B H19D 108.4 . . ?
C19B C20B H20D 109.5 . . ?
C19B C20B H20E 109.5 . . ?
C19B C20B H20F 109.5 . . ?
H20D C20B H20E 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ca1 P1 O2 Ca1 42.7(2) . . . 5_656 ?
Ca1 P1 O4 C13A -158.8(3) . . . . ?
Ca1 N1 C1 C2 177.7(2) . . . . ?
Ca1 N1 C5 C4 -178.5(2) . . . . ?
Ca1 N1 C5 C5 0.9(4) . . . 2_556 ?
P1 O4 C13A C14A 162.2(3) . . . . ?
P1 O4 C13A C14B -176.2(3) . . . . ?
O1 P1 O2 Ca1 73.7(2) . . . 5_656 ?
O1 P1 O4 C13A 175.5(3) . . . . ?
O2 P1 O1 Ca1 -114.58(18) . . . . ?
O2 P1 O4 C13A 47.5(3) . . . . ?
O3 P1 O1 Ca1 9.8(2) . . . . ?
O3 P1 O2 Ca1 -52.0(2) . . . 5_656 ?
O3 P1 O4 C13A -67.4(3) . . . . ?
O4 P1 O1 Ca1 124.00(17) . . . . ?
O4 P1 O2 Ca1 -166.01(17) . . . 5_656 ?
O4 C13A C14A C15A -169.9(4) . . . . ?
O4 C13A C14A C19A 69.6(10) . . . . ?
O4 C13A C14B C15B -86.1(5) . . . . ?
O4 C13A C14B C19B 39.1(7) . . . . ?
N1 C1 C2 C3 0.5(5) . . . . ?
C1 N1 C5 C4 -0.8(4) . . . . ?
C1 N1 C5 C5 178.6(3) . . . 2_556 ?
C1 C2 C3 C4 -0.3(5) . . . . ?
C2 C3 C4 C5 -0.4(5) . . . . ?
C2 C3 C4 C6 179.9(3) . . . . ?
C3 C4 C5 N1 1.0(4) . . . . ?
C3 C4 C5 C5 -178.4(3) . . . 2_556 ?
C3 C4 C6 C6 -179.4(4) . . . 2_556 ?
C5 N1 C1 C2 0.0(4) . . . . ?
C5 C4 C6 C6 0.9(6) . . . 2_556 ?
C6 C4 C5 N1 -179.3(3) . . . . ?
C6 C4 C5 C5 1.3(5) . . . 2_556 ?
C13A C14A C15A C16A -179.2(5) . . . . ?
C13A C14A C19A C20A 53(2) . . . . ?
C13A C14B C15B C16B -172.8(4) . . . . ?
C13A C14B C19B C20B 68.2(17) . . . . ?
C14A C15A C16A C17A -53.9(7) . . . . ?
C15A C14A C19A C20A -59(2) . . . . ?
C15A C16A C17A C18A -176.8(5) . . . . ?
C19A C14A C15A C16A -63.4(11) . . . . ?
C14B C15B C16B C17B 173.1(5) . . . . ?
C15B C14B C19B C20B -169.4(13) . . . . ?
C15B C16B C17B C18B -179.1(5) . . . . ?
C19B C14B C15B C16B 62.0(11) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
